Security

RSS for tag

Secure the data your app manages and control access to your app using the Security framework.

Posts under Security tag

138 Posts

Post

Replies

Boosts

Views

Activity

SecItem: Fundamentals
I regularly help developers with keychain problems, both here on DevForums and for my Day Job™ in DTS. Many of these problems are caused by a fundamental misunderstanding of how the keychain works. This post is my attempt to explain that. I wrote it primarily so that Future Quinn™ can direct folks here rather than explain everything from scratch (-: If you have questions or comments about any of this, put them in a new thread and apply the Security tag so that I see it. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" SecItem: Fundamentals or How I Learned to Stop Worrying and Love the SecItem API The SecItem API seems very simple. After all, it only has four function calls, how hard can it be? In reality, things are not that easy. Various factors contribute to making this API much trickier than it might seem at first glance. This post explains the fundamental underpinnings of the keychain. For information about specific issues, see its companion post, SecItem: Pitfalls and Best Practices. Keychain Documentation Your basic starting point should be Keychain Items. If your code runs on the Mac, also read TN3137 On Mac keychain APIs and implementations. Read the doc comments in <Security/SecItem.h>. In many cases those doc comments contain critical tidbits. When you read keychain documentation [1] and doc comments, keep in mind that statements specific to iOS typically apply to iPadOS, tvOS, and watchOS as well (r. 102786959). Also, they typically apply to macOS when you target the data protection keychain. Conversely, statements specific to macOS may not apply when you target the data protection keychain. [1] Except TN3137, which is very clear about this (-: Caveat Mac Developer macOS supports two different keychain implementations: the original file-based keychain and the iOS-style data protection keychain. IMPORTANT If you’re able to use the data protection keychain, do so. It’ll make your life easier. See the Careful With that Shim, Mac Developer section of SecItem: Pitfalls and Best Practices for more about this. TN3137 On Mac keychain APIs and implementations explains this distinction. It also says: The file-based keychain is on the road to deprecation. This is talking about the implementation, not any specific API. The SecItem API can’t be deprecated because it works with both the data protection keychain and the file-based keychain. However, Apple has deprecated many APIs that are specific to the file-based keychain, for example, SecKeychainCreate. TN3137 also notes that some programs, like launchd daemons, can’t use the file-based keychain. If you’re working on such a program then you don’t have to worry about the deprecation of these file-based keychain APIs. You’re already stuck with the file-based keychain implementation, so using a deprecated file-based keychain API doesn’t make things worse. The Four Freedoms^H^H^H^H^H^H^H^H Functions The SecItem API contains just four functions: SecItemAdd(_:_:) SecItemCopyMatching(_:_:) SecItemUpdate(_:_:) SecItemDelete(_:) These directly map to standard SQL database operations: SecItemAdd(_:_:) maps to INSERT. SecItemCopyMatching(_:_:) maps to SELECT. SecItemUpdate(_:_:) maps to UPDATE. SecItemDelete(_:) maps to DELETE. You can think of each keychain item class (generic password, certificate, and so on) as a separate SQL table within the database. The rows of that table are the individual keychain items for that class and the columns are the attributes of those items. Note Except for the digital identity class, kSecClassIdentity, where the values are split across the certificate and key tables. See Digital Identities Aren’t Real in SecItem: Pitfalls and Best Practices. This is not an accident. The data protection keychain is actually implemented as an SQLite database. If you’re curious about its structure, examine it on the Mac by pointing your favourite SQLite inspection tool — for example, the sqlite3 command-line tool — at the keychain database in ~/Library/Keychains/UUU/keychain-2.db, where UUU is a UUID. WARNING Do not depend on the location and structure of this file. These have changed in the past and are likely to change again in the future. If you embed knowledge of them into a shipping product, it’s likely that your product will have binary compatibility problems at some point in the future. The only reason I’m mentioning them here is because I find it helpful to poke around in the file to get a better understanding of how the API works. For information about which attributes are supported by each keychain item class — that is, what columns are in each table — see the Note box at the top of Item Attribute Keys and Values. Alternatively, look at the Attribute Key Constants doc comment in <Security/SecItem.h>. Uniqueness A critical part of the keychain model is uniqueness. How does the keychain determine if item A is the same as item B? It turns out that this is class dependent. For each keychain item class there is a set of attributes that form the uniqueness constraint for items of that class. That is, if you try to add item A where all of its attributes are the same as item B, the add fails with errSecDuplicateItem. For more information, see the errSecDuplicateItem page. It has lists of attributes that make up this uniqueness constraint, one for each class. These uniqueness constraints are a major source of confusion, as discussed in the Queries and the Uniqueness Constraints section of SecItem: Pitfalls and Best Practices. Parameter Blocks Understanding The SecItem API is a classic ‘parameter block’ API. All of its inputs are dictionaries, and you have to know which properties to set in each dictionary to achieve your desired result. Likewise for when you read properties in output dictionaries. There are five different property groups: The item class property, kSecClass, determines the class of item you’re operating on: kSecClassGenericPassword, kSecClassCertificate, and so on. The item attribute properties, like kSecAttrAccessGroup, map directly to keychain item attributes. The search properties, like kSecMatchLimit, control how the system runs a query. The return type properties, like kSecReturnAttributes, determine what values the query returns. The value type properties, like kSecValueRef perform multiple duties, as explained below. There are other properties that perform a variety of specific functions. For example, kSecUseDataProtectionKeychain tells macOS to use the data protection keychain instead of the file-based keychain. These properties are hard to describe in general; for the details, see the documentation for each such property. Inputs Each of the four SecItem functions take dictionary input parameters of the same type, CFDictionary, but these dictionaries are not the same. Different dictionaries support different property groups: The first parameter of SecItemAdd(_:_:) is an add dictionary. It supports all property groups except the search properties. The first parameter of SecItemCopyMatching(_:_:) is a query and return dictionary. It supports all property groups. The first parameter of SecItemUpdate(_:_:) is a pure query dictionary. It supports all property groups except the return type properties. Likewise for the only parameter of SecItemDelete(_:). The second parameter of SecItemUpdate(_:_:) is an update dictionary. It supports the item attribute and value type property groups. Outputs Two of the SecItem functions, SecItemAdd(_:_:) and SecItemCopyMatching(_:_:), return values. These output parameters are of type CFTypeRef because the type of value you get back depends on the return type properties you supply in the input dictionary: If you supply a single return type property, except kSecReturnAttributes, you get back a value appropriate for that return type. If you supply multiple return type properties or kSecReturnAttributes, you get back a dictionary. This supports the item attribute and value type property groups. To get a non-attribute value from this dictionary, use the value type property that corresponds to its return type property. For example, if you set kSecReturnPersistentRef in the input dictionary, use kSecValuePersistentRef to get the persistent reference from the output dictionary. In the single item case, the type of value you get back depends on the return type property and the keychain item class: For kSecReturnData you get back the keychain item’s data. This makes most sense for password items, where the data holds the password. It also works for certificate items, where you get back the DER-encoded certificate. Using this for key items is kinda sketchy. If you want to export a key, called SecKeyCopyExternalRepresentation. Using this for digital identity items is nonsensical. For kSecReturnRef you get back an object reference. This only works for keychain item classes that have an object representation, namely certificates, keys, and digital identities. You get back a SecCertificate, a SecKey, or a SecIdentity, respectively. For kSecReturnPersistentRef you get back a data value that holds the persistent reference. Value Type Subtleties There are three properties in the value type property group: kSecValueData kSecValueRef kSecValuePersistentRef Their semantics vary based on the dictionary type. For kSecValueData: In an add dictionary, this is the value of the item to add. For example, when adding a generic password item (kSecClassGenericPassword), the value of this key is a Data value containing the password. This is not supported in a query dictionary. In an update dictionary, this is the new value for the item. For kSecValueRef: In add and query dictionaries, the system infers the class property and attribute properties from the supplied object. For example, if you supply a certificate object (SecCertificate, created using SecCertificateCreateWithData), the system will infer a kSecClass value of kSecClassCertificate and various attribute values, like kSecAttrSerialNumber, from that certificate object. This is not supported in an update dictionary. For kSecValuePersistentRef: For query dictionaries, this uniquely identifies the item to operate on. This is not supported in add and update dictionaries. Revision History 2025-05-28 Expanded the Caveat Mac Developer section to cover some subtleties associated with the deprecation of the file-based keychain. 2023-09-12 Fixed various bugs in the revision history. Added a paragraph explaining how to determine which attributes are supported by each keychain item class. 2023-02-22 Made minor editorial changes. 2023-01-28 First posted.
0
0
4.4k
May ’25
How to store certificate to `com.apple.token` keychain access group.
I’m developing an iOS application and aiming to install a PKCS#12 (.p12) certificate into the com.apple.token keychain access group so that Microsoft Edge for iOS, managed via MDM/Intune, can read and use it for client certificate authentication. I’m attempting to save to the com.apple.token keychain access group, but I’m getting error -34018 (errSecMissingEntitlement) and the item isn’t saved. This occurs on both a physical device and the simulator. I’m using SecItemAdd from the Security framework to store it. Is this the correct approach? https://aninterestingwebsite.com/documentation/security/secitemadd(::) I have added com.apple.token to Keychain Sharing. I have also added com.apple.token to the app’s entitlements. Here is the code I’m using to observe this behavior: public static func installToTokenGroup(p12Data: Data, password: String) throws -> SecIdentity { // First, import the P12 to get the identity let options: [String: Any] = [ kSecImportExportPassphrase as String: password ] var items: CFArray? let importStatus = SecPKCS12Import(p12Data as CFData, options as CFDictionary, &items) guard importStatus == errSecSuccess, let array = items as? [[String: Any]], let dict = array.first else { throw NSError(domain: NSOSStatusErrorDomain, code: Int(importStatus), userInfo: [NSLocalizedDescriptionKey: "Failed to import P12: \(importStatus)"]) } let identity = dict[kSecImportItemIdentity as String] as! SecIdentity let addQuery: [String: Any] = [ kSecClass as String: kSecClassIdentity, kSecValueRef as String: identity, kSecAttrLabel as String: kSecAttrAccessGroupToken, kSecAttrAccessible as String: kSecAttrAccessibleAfterFirstUnlock, kSecAttrAccessGroup as String: kSecAttrAccessGroupToken ] let status = SecItemAdd(addQuery as CFDictionary, nil) if status != errSecSuccess && status != errSecDuplicateItem { throw NSError(domain: NSOSStatusErrorDomain, code: Int(status), userInfo: [NSLocalizedDescriptionKey: "Failed to add to token group: \(status)"]) } return identity }
3
0
395
2d
iOS 26 - S/MIME Encryption / Certificates
Hi everyone. Since the update to iOS 26, we are no longer able to tap the person's name and view the certificate of a signed email and choose to install the certificate or remove it. This has always worked just fine but seems to be broken on iOS 26 and I have verified that it does not work on iOS 26.1 beta as well. The part that is strange is it does work just fine on an iPad running iPad OS 26. This makes it impossible to send encrypted emails to someone via the mail app on an iPhone. I have found a temporary workaround which is to install Outlook for iOS and install the certificates through that app which then allows me to send encrypted emails via Outlook. This appears to be a bug just with the iPhone as I have also seen a few other people online talking about the same problem. Has anyone found a solution to this?
3
1
831
2d
Entitlement values for the Enhanced Security and the Additional Runtime Platform Restrictions
I recently turned on the enhanced security options for my macOS app in Xcode 26.0.1 by adding the Enhanced Security capability in the Signing and Capabilities tab. Then, Xcode adds the following key-value sets (with some other key-values) to my app's entitlements file. <key>com.apple.security.hardened-process.enhanced-security-version</key> <integer>1</integer> <key>com.apple.security.hardened-process.platform-restrictions</key> <integer>2</integer> These values appear following the documentation about the enhanced security feature (Enabling enhanced security for your app) and the app works without any issues. However, when I submitted a new version to the Mac App Store, my submission was rejected, and I received the following message from the App Review team via the App Store Connect. Guideline 2.4.5(i) - Performance Your app incorrectly implements sandboxing, or it contains one or more entitlements with invalid values. Please review the included entitlements and sandboxing documentation and resolve this issue before resubmitting a new binary. Entitlement "com.apple.security.hardened-process.enhanced-security-version" value must be boolean and true. Entitlement "com.apple.security.hardened-process.platform-restrictions" value must be boolean and true. When I changed those values directly in the entitlements file based on this message, the app appears to still work. However, these settings are against the description in the documentation I mentioned above and against the settings Xcode inserted after changing the GUI setting view. So, my question is, which settings are actually correct to enable the Enhanced Security and the Additional Runtime Platform Restrictions?
6
0
1.3k
2d
SecItem: Pitfalls and Best Practices
I regularly help developers with keychain problems, both here on DevForums and in various DTS cases. Over the years I’ve learnt a lot about the API, including many pitfalls and best practices. This post is my attempt to collect that experience in one place. If you have questions or comments about any of this, put them in a new thread and apply the Security tag so that I see it. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" SecItem: Pitfalls and Best Practices It’s just four functions, how hard can it be? The SecItem API seems very simple. After all, it only has four function calls, how hard can it be? In reality, things are not that easy. Various factors contribute to making this API much trickier than it might seem at first glance. This post explains some of the keychain’s pitfalls and then goes on to explain various best practices. Before reading this, make sure you understand the fundamentals by reading its companion post, SecItem: Fundamentals. Pitfalls Lets start with some common pitfalls. Queries and Uniqueness Constraints The relationship between query dictionaries and uniqueness constraints is a major source of problems with the keychain API. Consider code like this: var copyResult: CFTypeRef? = nil let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecAttrGeneric: Data("SecItemHints".utf8), ] as NSMutableDictionary let err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { query[kSecValueData] = Data("opendoor".utf8) let err2 = SecItemAdd(query, nil) if err2 == errSecDuplicateItem { fatalError("… can you get here? …") } } Can you get to the fatal error? At first glance this might not seem possible because you’ve run your query and it’s returned errSecItemNotFound. However, the fatal error is possible because the query contains an attribute, kSecAttrGeneric, that does not contribute to the uniqueness. If the keychain contains a generic password whose service (kSecAttrService) and account (kSecAttrAccount) attributes match those supplied but whose generic (kSecAttrGeneric) attribute does not, the SecItemCopyMatching calls will return errSecItemNotFound. However, for a generic password item, of the attributes shown here, only the service and account attributes are included in the uniqueness constraint. If you try to add an item where those attributes match an existing item, the add will fail with errSecDuplicateItem even though the value of the generic attribute is different. The take-home point is that that you should study the attributes that contribute to uniqueness and use them in a way that’s aligned with your view of uniqueness. See the Uniqueness section of SecItem: Fundamentals for a link to the relevant documentation. Erroneous Attributes Each keychain item class supports its own specific set of attributes. For information about the attributes supported by a given class, see SecItem: Fundamentals. I regularly see folks use attributes that aren’t supported by the class they’re working with. For example, the kSecAttrApplicationTag attribute is only supported for key items (kSecClassKey). Using it with a certificate item (kSecClassCertificate) will cause, at best, a runtime error and, at worst, mysterious bugs. This is an easy mistake to make because: The ‘parameter block’ nature of the SecItem API means that the compiler won’t complain if you use an erroneous attribute. On macOS, the shim that connects to the file-based keychain ignores unsupported attributes. Imagine you want to store a certificate for a particular user. You might write code like this: let err = SecItemAdd([ kSecClass: kSecClassCertificate, kSecAttrApplicationTag: Data(name.utf8), kSecValueRef: cert, ] as NSDictionary, nil) The goal is to store the user’s name in the kSecAttrApplicationTag attribute so that you can get back their certificate with code like this: let err = SecItemCopyMatching([ kSecClass: kSecClassCertificate, kSecAttrApplicationTag: Data(name.utf8), kSecReturnRef: true, ] as NSDictionary, &copyResult) On iOS, and with the data protection keychain on macOS, both calls will fail with errSecNoSuchAttr. That makes sense, because the kSecAttrApplicationTag attribute is not supported for certificate items. Unfortunately, the macOS shim that connects the SecItem API to the file-based keychain ignores extraneous attributes. This results in some very bad behaviour: SecItemAdd works, ignoring kSecAttrApplicationTag. SecItemCopyMatching ignores kSecAttrApplicationTag, returning the first certificate that it finds. If you only test with a single user, everything seems to work. But, later on, when you try your code with multiple users, you might get back the wrong result depending on the which certificate the SecItemCopyMatching call happens to discover first. Ouch! Context Matters Some properties change behaviour based on the context. The value type properties are the biggest offender here, as discussed in the Value Type Subtleties section of SecItem: Fundamentals. However, there are others. The one that’s bitten me is kSecMatchLimit: In a query and return dictionary its default value is kSecMatchLimitOne. If you don’t supply a value for kSecMatchLimit, SecItemCopyMatching returns at most one item that matches your query. In a pure query dictionary its default value is kSecMatchLimitAll. For example, if you don’t supply a value for kSecMatchLimit, SecItemDelete will delete all items that match your query. This is a lesson that, once learnt, is never forgotten! Note Although this only applies to the data protection keychain. If you’re on macOS and targeting the file-based keychain, kSecMatchLimit always defaults to kSecMatchLimitOne. This is clearly a bug, but we can’t fix it due to compatibility concerns (r. 105800863). Fun times! Digital Identities Aren’t Real A digital identity is the combination of a certificate and the private key that matches the public key within that certificate. The SecItem API has a digital identity keychain item class, namely kSecClassIdentity. However, the keychain does not store digital identities. When you add a digital identity to the keychain, the system stores its components, the certificate and the private key, separately, using kSecClassCertificate and kSecClassKey respectively. This has a number of non-obvious effects: Adding a certificate can ‘add’ a digital identity. If the new certificate happens to match a private key that’s already in the keychain, the keychain treats that pair as a digital identity. Likewise when you add a private key. Similarly, removing a certificate or private key can ‘remove’ a digital identity. Adding a digital identity will either add a private key, or a certificate, or both, depending on what’s already in the keychain. Removing a digital identity removes its certificate. It might also remove the private key, depending on whether that private key is used by a different digital identity. The system forms a digital identity by matching the kSecAttrApplicationLabel (klbl) attribute of the private key with the kSecAttrPublicKeyHash (pkhh) attribute of the certificate. If you add both items to the keychain and the system doesn’t form an identity, check the value of these attributes. For more information the key attributes, see SecItem attributes for keys. Keys Aren’t Stored in the Secure Enclave Apple platforms let you protect a key with the Secure Enclave (SE). The key is then hardware bound. It can only be used by that specific SE [1]. Earlier versions of the Protecting keys with the Secure Enclave article implied that SE-protected keys were stored in the SE itself. This is not true, and it’s caused a lot of confusion. For example, I once asked the keychain team “How much space does the SE have available to store keys?”, a question that’s complete nonsense once you understand how this works. In reality, SE-protected keys are stored in the standard keychain database alongside all your other keychain items. The difference is that the key is wrapped in such a way that only the SE can use it. So, the key is protected by the SE, not stored in the SE. A while back we updated the docs to clarify this point but the confusion persists. [1] Technically it’s that specific iteration of that specific SE. If you erase the device then the key material needed to use the key is erased and so the key becomes permanently useless. Or at least that’s my understanding of how things work (-: For details like this I defer to Apple Platform Security. Careful With that Shim, Mac Developer As explained in TN3137 On Mac keychain APIs and implementations, macOS has a shim that connects the SecItem API to either the data protection keychain or the file-based keychain depending on the nature of the request. That shim has limitations. Some of those are architectural but others are simply bugs in the shim. For some great examples, see the Investigating Complex Attributes section below. The best way to avoid problems like this is to target the data protection keychain. If you can’t do that, try to avoid exploring the outer reaches of the SecItem API. If you encounter a case that doesn’t make sense, try that same case with the data protection keychain. If it works there but fails with the file-based keychain, please do file a bug against the shim. It’ll be in good company. Here’s some known issues with the shim: It ignores unsupported attributes. See Erroneous Attributes, above, for more background on that. The shim can fan out to both the data protection and the file-based keychain. In that case it has to make a policy decision about how to handle errors. This results in some unexpected behaviour (r. 143405965). For example, if you call SecItemCopyMatching while the keychain is locked, the data protection keychain will fail with errSecInteractionNotAllowed (-25308). OTOH, it’s possible to query for the presence of items in the file-based keychain even when it’s locked. If you do that and there’s no matching item, the file-based keychain fails with errSecItemNotFound (-25300). When the shim gets these conflicting errors, it chooses to return the latter. Whether this is right or wrong depends on your perspective, but it’s certainly confusing, especially if you’re coming at this from the iOS side. If you call SecItemDelete without specifying a match limit (kSecMatchLimit), the data protection keychain deletes all matching items, whereas the file-based keychain just deletes a single match (r. 105800863). While these shim issue have all have bug numbers, there’s no guarantee that any of them will be fixed. Fixing bugs like this is tricky because of binary compatibility concerns. Add-only Attributes Some attributes can only be set when you add an item. These attributes are usually associated with the scope of the item. For example, to protect an item with the Secure Enclave, supply the kSecAttrAccessControl attribute to the SecItemAdd call. Once you do that, however, you can’t change the attribute. Calling SecItemUpdate with a new kSecAttrAccessControl won’t work. Lost Keychain Items A common complaint from developers is that a seemingly minor update to their app has caused it to lose all of its keychain items. Usually this is caused by one of two problems: Entitlement changes Query dictionary confusion Access to keychain items is mediated by various entitlements, as described in Sharing access to keychain items among a collection of apps. If the two versions of your app have different entitlements, one version may not be able to ‘see’ items created by the other. Imagine you have an app with an App ID of SKMME9E2Y8.com.example.waffle-varnisher. Version 1 of your app is signed with the keychain-access-groups entitlement set to [ SKMME9E2Y8.groupA, SKMME9E2Y8.groupB ]. That makes its keychain access group list [ SKMME9E2Y8.groupA, SKMME9E2Y8.groupB, SKMME9E2Y8.com.example.waffle-varnisher ]. If this app creates a new keychain item without specifying kSecAttrAccessGroup, the system places the item into SKMME9E2Y8.groupA. If version 2 of your app removes SKMME9E2Y8.groupA from the keychain-access-groups, it’ll no longer be able to see the keychain items created by version 1. You’ll also see this problem if you change your App ID prefix, as described in App ID Prefix Change and Keychain Access. IMPORTANT When checking for this problem, don’t rely on your .entitlements file. There are many steps between it and your app’s actual entitlements. Rather, run codesign to dump the entitlements of your built app: % codesign -d --entitlements - /path/to/your.app Lost Keychain Items, Redux Another common cause of lost keychain items is confusion about query dictionaries, something discussed in detail in this post and SecItem: Fundamentals. If SecItemCopyMatching isn’t returning the expected item, add some test code to get all the items and their attributes. For example, to dump all the generic password items, run code like this: func dumpGenericPasswords() throws { let itemDicts = try secCall { SecItemCopyMatching([ kSecClass: kSecClassGenericPassword, kSecMatchLimit: kSecMatchLimitAll, kSecReturnAttributes: true, ] as NSDictionary, $0) } as! [[String: Any]] print(itemDicts) } Then compare each item’s attributes against the attributes you’re looking for to see why there was no match. Data Protection and Background Execution Keychain items are subject to data protection. Specifically, an item may or may not be accessible depending on whether specific key material is available. For an in-depth discussion of how this works, see Apple Platform Security. Note This section focuses on iOS but you’ll see similar effects on all Apple platforms. On macOS specifically, the contents of this section only apply to the data protection keychain. The keychain supports three data protection levels: kSecAttrAccessibleWhenUnlocked kSecAttrAccessibleAfterFirstUnlock kSecAttrAccessibleAlways Note There are additional data protection levels, all with the ThisDeviceOnly suffix. Understanding those is not necessary to understanding this pitfall. Each data protection level describes the lifetime of the key material needed to work with items protected in that way. Specifically: The key material needed to work with a kSecAttrAccessibleWhenUnlocked item comes and goes as the user locks and unlocks their device. The key material needed to work with a kSecAttrAccessibleAfterFirstUnlock item becomes available when the device is first unlocked and remains available until the device restarts. The default data protection level is kSecAttrAccessibleWhenUnlocked. If you add an item to the keychain and don’t specify a data protection level, this is what you get [1]. To specify a data protection level when you add an item to the keychain, apply the kSecAttrAccessible attribute. Alternatively, embed the access level within a SecAccessControl object and apply that using the kSecAttrAccessControl attribute. IMPORTANT It’s best practice to set these attributes when you add the item and then never update them. See Add-only Attributes, above, for more on that. If you perform an operation whose data protection is incompatible with the currently available key material, that operation fails with errSecInteractionNotAllowed [2]. There are four fundamental keychain operations, discussed in the SecItem: Fundamentals, and each interacts with data protection in a different way: Copy — If you attempt to access a keychain item whose key material is unavailable, SecItemCopyMatching fails with errSecInteractionNotAllowed. This is an obvious result; the whole point of data protection is to enforce this security policy. Add — If you attempt to add a keychain item whose key material is unavailable, SecItemAdd fails with errSecInteractionNotAllowed. This is less obvious. The reason why this fails is that the system needs the key material to protect (by encryption) the keychain item, and it can’t do that if if that key material isn’t available. Update — If you attempt to update a keychain item whose key material is unavailable, SecItemUpdate fails with errSecInteractionNotAllowed. This result is an obvious consequence of the previous result. Delete — Deleting a keychain item, using SecItemDelete, doesn’t require its key material, and thus a delete will succeed when the item is otherwise unavailable. That last point is a significant pitfall. I regularly see keychain code like this: Read an item holding a critical user credential. If that works, use that credential. If it fails, delete the item and start from a ‘factory reset’ state. The problem is that, if your code ends up running in the background unexpectedly, step 1 fails with errSecInteractionNotAllowed and you turn around and delete the user’s credential. Ouch! Note Even if you didn’t write this code, you might have inherited it from a keychain wrapper library. See Think Before Wrapping, below. There are two paths forward here: If you don’t expect this code to work in the background, check for the errSecInteractionNotAllowed error and non-destructively cancel the operation in that case. If you expect this code to be running in the background, switch to a different data protection level. WARNING For the second path, the most obvious fix is to move from kSecAttrAccessibleWhenUnlocked to kSecAttrAccessibleAfterFirstUnlock. However, this is not a panacea. It’s possible that your app might end up running before first unlock [3]. So, if you choose the second path, you must also make sure to follow the advice for the first path. You can determine whether the device is unlocked using the isProtectedDataAvailable property and its associated notifications. However, it’s best not to use this property as part of your core code, because such preflighting is fundamentally racy. Rather, perform the operation and handle the error gracefully. It might make sense to use isProtectedDataAvailable property as part of debugging, logging, and diagnostic code. [1] For file data protection there’s an entitlement (com.apple.developer.default-data-protection) that controls the default data protection level. There’s no such entitlement for the keychain. That’s actually a good thing! In my experience the file data protection entitlement is an ongoing source of grief. See this thread if you’re curious. [2] This might seem like an odd error but it’s actually pretty reasonable: The operation needs some key material that’s currently unavailable. Only a user action can provide that key material. But the data protection keychain will never prompt the user to unlock their device. Thus you get an error instead. [3] iOS generally avoids running third-party code before first unlock, but there are circumstances where that can happen. The obvious legitimate example of this is a VoIP app, where the user expects their phone to ring even if they haven’t unlocked it since the last restart. There are also other less legitimate examples of this, including historical bugs that caused apps to launch in the background before first unlock. Best Practices With the pitfalls out of the way, let’s talk about best practices. Less Painful Dictionaries I look at a lot of keychain code and it’s amazing how much of it is way more painful than it needs to be. The biggest offender here is the dictionaries. Here are two tips to minimise the pain. First, don’t use CFDictionary. It’s seriously ugly. While the SecItem API is defined in terms of CFDictionary, you don’t have to work with CFDictionary directly. Rather, use NSDictionary and take advantage of the toll-free bridge. For example, consider this CFDictionary code: CFTypeRef keys[4] = { kSecClass, kSecAttrService, kSecMatchLimit, kSecReturnAttributes, }; static const int kTen = 10; CFNumberRef ten = CFNumberCreate(NULL, kCFNumberIntType, &kTen); CFAutorelease(ten); CFTypeRef values[4] = { kSecClassGenericPassword, CFSTR("AYS"), ten, kCFBooleanTrue, }; CFDictionaryRef query = CFDictionaryCreate( NULL, keys, values, 4, &kCFTypeDictionaryKeyCallBacks, &kCFTypeDictionaryValueCallBacks ); Note This might seem rather extreme but I’ve literally seen code like this, and worse, while helping developers. Contrast this to the equivalent NSDictionary code: NSDictionary * query = @{ (__bridge NSString *) kSecClass: (__bridge NSString *) kSecClassGenericPassword, (__bridge NSString *) kSecAttrService: @"AYS", (__bridge NSString *) kSecMatchLimit: @10, (__bridge NSString *) kSecReturnAttributes: @YES, }; Wow, that’s so much better. Second, if you’re working in Swift, take advantage of its awesome ability to create NSDictionary values from Swift dictionary literals. Here’s the equivalent code in Swift: let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecMatchLimit: 10, kSecReturnAttributes: true, ] as NSDictionary Nice! Avoid Reusing Dictionaries I regularly see folks reuse dictionaries for different SecItem calls. For example, they might have code like this: var copyResult: CFTypeRef? = nil let dict = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecReturnData: true, ] as NSMutableDictionary var err = SecItemCopyMatching(dict, &copyResult) if err == errSecItemNotFound { dict[kSecValueData] = Data("opendoor".utf8) err = SecItemAdd(dict, nil) } This specific example will work, but it’s easy to spot the logic error. kSecReturnData is a return type property and it makes no sense to pass it to a SecItemAdd call whose second parameter is nil. I’m not sure why folks do this. I think it’s because they think that constructing dictionaries is expensive. Regardless, this pattern can lead to all sorts of weird problems. For example, it’s the leading cause of the issue described in the Queries and the Uniqueness Constraints section, above. My advice is that you use a new dictionary for each call. That prevents state from one call accidentally leaking into a subsequent call. For example, I’d rewrite the above as: var copyResult: CFTypeRef? = nil let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecReturnData: true, ] as NSMutableDictionary var err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { let add = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecValueData: Data("opendoor".utf8), ] as NSMutableDictionary err = SecItemAdd(add, nil) } It’s a bit longer, but it’s much easier to track the flow. And if you want to eliminate the repetition, use a helper function: func makeDict() -> NSMutableDictionary { [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", ] as NSMutableDictionary } var copyResult: CFTypeRef? = nil let query = makeDict() query[kSecReturnData] = true var err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { let add = makeDict() query[kSecValueData] = Data("opendoor".utf8) err = SecItemAdd(add, nil) } Think Before Wrapping A lot of folks look at the SecItem API and immediately reach for a wrapper library. A keychain wrapper library might seem like a good idea but there are some serious downsides: It adds another dependency to your project. Different subsystems within your project may use different wrappers. The wrapper can obscure the underlying API. Indeed, its entire raison d’être is to obscure the underlying API. This is problematic if things go wrong. I regularly talk to folks with hard-to-debug keychain problems and the conversation goes something like this: Quinn: What attributes do you use in the query dictionary? J R Developer: What’s a query dictionary? Quinn: OK, so what error are you getting back? J R Developer: It throws WrapperKeychainFailedError. That’s not helpful )-: If you do use a wrapper, make sure it has diagnostic support that includes the values passed to and from the SecItem API. Also make sure that, when it fails, it returns an error that includes the underlying keychain error code. These benefits will be particularly useful if you encounter a keychain problem that only shows up in the field. Wrappers must choose whether to be general or specific. A general wrapper may be harder to understand than the equivalent SecItem calls, and it’ll certainly contain a lot of complex code. On the other hand, a specific wrapper may have a model of the keychain that doesn’t align with your requirements. I recommend that you think twice before using a keychain wrapper. Personally I find the SecItem API relatively easy to call, assuming that: I use the techniques shown in Less Painful Dictionaries, above, to avoid having to deal with CFDictionary. I use my secCall(…) helpers to simplify error handling. For the code, see Calling Security Framework from Swift. If you’re not prepared to take the SecItem API neat, consider writing your own wrapper, one that’s tightly focused on the requirements of your project. For example, in my VPN apps I use the wrapper from this post, which does exactly what I need in about 100 lines of code. Prefer to Update Of the four SecItem functions, SecItemUpdate is the most neglected. Rather than calling SecItemUpdate I regularly see folks delete and then re-add the item. This is a shame because SecItemUpdate has some important benefits: It preserves persistent references. If you delete and then re-add the item, you get a new item with a new persistent reference. It’s well aligned with the fundamental database nature of the keychain. It forces you to think about which attributes uniquely identify your item and which items can be updated without changing the item’s identity. For a cool example of its power, check out Transfer Items Between Keychain Access Groups, below. Understand These Key Attributes Key items have a number of attributes that are similarly named, and it’s important to keep them straight. I created a cheat sheet for this, namely, SecItem attributes for keys. You wouldn’t believe how often I consult this! Investigating Complex Attributes Some attributes have values where the format is not obvious. For example, the kSecAttrIssuer attributed is documented as: The corresponding value is of type CFData and contains the X.500 issuer name of a certificate. What exactly does that mean? If I want to search the keychain for all certificates issued by a specific certificate authority, what value should I supply? One way to figure this out is to add a certificate to the keychain, read the attributes back, and then dump the kSecAttrIssuer value. For example: let cert: SecCertificate = … let attrs = try secCall { SecItemAdd([ kSecValueRef: cert, kSecReturnAttributes: true, ] as NSDictionary, $0) } as! [String: Any] let issuer = attrs[kSecAttrIssuer as String] as! NSData print((issuer as NSData).debugDescription) // prints: <3110300e 06035504 030c074d 6f757365 4341310b 30090603 55040613 024742> Those bytes represent the contents of a X.509 Name ASN.1 structure with DER encoding. This is without the outer SEQUENCE element, so if you dump it as ASN.1 you’ll get a nice dump of the first SET and then a warning about extra stuff at the end of the file: % xxd issuer.asn1 00000000: 3110 300e 0603 5504 030c 074d 6f75 7365 1.0...U....Mouse 00000010: 4341 310b 3009 0603 5504 0613 0247 42 CA1.0...U....GB % dumpasn1 -p issuer.asn1 SET { SEQUENCE { OBJECT IDENTIFIER commonName (2 5 4 3) UTF8String 'MouseCA' } } Warning: Further data follows ASN.1 data at position 18. Note For details on the Name structure, see section 4.1.2.4 of RFC 5280. Amusingly, if you run the same test against the file-based keychain you’ll… crash. OK, that’s not amusing. It turns out that the code above doesn’t work when targeting the file-based keychain because SecItemAdd doesn’t return a dictionary but rather an array of dictionaries (r. 21111543). Once you get past that, however, you’ll see it print: <301f3110 300e0603 5504030c 074d6f75 73654341 310b3009 06035504 06130247 42> Which is different! Dumping it as ASN.1 shows that it’s the full Name structure, including the outer SEQUENCE element: % xxd issuer-file-based.asn1 00000000: 301f 3110 300e 0603 5504 030c 074d 6f75 0.1.0...U....Mou 00000010: 7365 4341 310b 3009 0603 5504 0613 0247 seCA1.0...U....G 00000020: 42 B % dumpasn1 -p issuer-file-based.asn1 SEQUENCE { SET { SEQUENCE { OBJECT IDENTIFIER commonName (2 5 4 3) UTF8String 'MouseCA' } } SET { SEQUENCE { OBJECT IDENTIFIER countryName (2 5 4 6) PrintableString 'GB' } } } This difference in behaviour between the data protection and file-based keychains is a known bug (r. 26391756) but in this case it’s handy because the file-based keychain behaviour makes it easier to understand the data protection keychain behaviour. Import, Then Add It’s possible to import data directly into the keychain. For example, you might use this code to add a certificate: let certData: Data = … try secCall { SecItemAdd([ kSecClass: kSecClassCertificate, kSecValueData: certData, ] as NSDictionary, nil) } However, it’s better to import the data and then add the resulting credential reference. For example: let certData: Data = … let cert = try secCall { SecCertificateCreateWithData(nil, certData as NSData) } try secCall { SecItemAdd([ kSecValueRef: cert, ] as NSDictionary, nil) } There are two advantages to this: If you get an error, you know whether the problem was with the import step or the add step. It ensures that the resulting keychain item has the correct attributes. This is especially important for keys. These can be packaged in a wide range of formats, so it’s vital to know whether you’re interpreting the key data correctly. I see a lot of code that adds key data directly to the keychain. That’s understandable because, back in the day, this was the only way to import a key on iOS. Fortunately, that’s not been the case since the introduction of SecKeyCreateWithData in iOS 10 and aligned releases. For more information about importing keys, see Importing Cryptographic Keys. App Groups on the Mac Sharing access to keychain items among a collection of apps explains that three entitlements determine your keychain access: keychain-access-groups application-identifier (com.apple.application-identifier on macOS) com.apple.security.application-groups In the discussion of the last item says: You can use app group names as keychain access group names, without adding them to the Keychain access groups entitlement. That’s true, but it’s also potentially misleading. This affordance works all the time on iOS and its child platforms. But on the Mac it only works if your entitlements are validated by a provisioning profile. For more on that topic, see App Groups: macOS vs iOS: Working Towards Harmony. Transfer Items Between Keychain Access Groups In some cases you might want to move a bunch of keychain items from one app group to another, for example, when preparing for an App ID prefix change. This is easier than you might first think. For example, to move all the generic password items for a particular service between oldGroup and newGroup, run this code: try secCall { SecItemUpdate([ kSecClass: kSecClassGenericPassword, kSecUseDataProtectionKeychain: true, kSecAttrAccessGroup: oldGroup, kSecAttrService: "MyService", ] as NSDictionary, [ kSecAttrAccessGroup: newGroup, ] as NSDictionary) } This snippet highlights both the power and the subtlety of the SecItem API. The first parameter to SecItemUpdate is a pure query dictionary. It selects all the generic password items for MyService that are in the old keychain access group. In contrast, the second parameter is an update dictionary, which in this case just changes a single attribute. See SecItem: Fundamentals for a deeper explanation of these concepts. This call is atomic from your perspective [1]. The call will either fail or all the selected items will move as one. IMPORTANT Bulk operations like this are risky. That’s not because the keychain item will do the wrong thing, but rather because you have to be very careful what you ask for. If, for example, your query dictionary matches more than you intended, you might end up moving items unexpectedly. Be careful when crafting this code, and test it thoroughly. [1] It may even be atomic in a wider sense, given that the keychain is currently implemented as an SQLite database. Revision History 2026-04-02 Added the Transfer Items Between Keychain Access Groups section. Updated the App Groups on the Mac section to account for recent changes to app groups on the Mac. Made other minor editorial changes. 2025-06-29 Added the Data Protection and Background Execution section. Made other minor editorial changes. 2025-02-03 Added another specific example to the Careful With that Shim, Mac Developer section. 2025-01-29 Added somes specific examples to the Careful With that Shim, Mac Developer section. 2025-01-23 Added the Import, Then Add section. 2024-08-29 Added a discussion of identity formation to the Digital Identities Aren’t Real section. 2024-04-11 Added the App Groups on the Mac section. 2023-10-25 Added the Lost Keychain Items and Lost Keychain Items, Redux sections. 2023-09-22 Made minor editorial changes. 2023-09-12 Fixed various bugs in the revision history. Added the Erroneous Attributes section. 2023-02-22 Fixed the link to the VPNKeychain post. Corrected the name of the Context Matters section. Added the Investigating Complex Attributes section. 2023-01-28 First posted.
0
0
4k
3d
App ID Prefix Change and Keychain Access
DTS regularly receives questions about how to preserve keychain items across an App ID change, and so I thought I’d post a comprehensive answer here for the benefit of all. If you have any questions or comments, please start a new thread here on the forums. Put it in the Privacy & Security > General subtopic and tag it with Security. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" App ID Prefix Change and Keychain Access The list of keychain access groups your app can access is determined by three entitlements. For the details, see Sharing Access to Keychain Items Among a Collection of Apps. If your app changes its App ID prefix, this list changes and you’re likely to lose access to existing keychain items. This situation crops up under two circumstances: When you migrate your app from using a unique App ID prefix to using your Team ID as its App ID prefix. When you transfer your app to another team. In both cases you have to plan carefully for this change. If you only learn about the problem after you’ve made the change, consider undoing the change to give you time to come up with a plan before continuing. Note On macOS, the information in this post only applies to the data protection keychain. For more information about the subtleties of the keychain on macOS, see On Mac Keychains. For more about App ID prefix changes, see Technote 2311 Managing Multiple App ID Prefixes and QA1726 Resolving the Potential Loss of Keychain Access warning. Migrate From a Unique App ID Prefix to Your Team ID Historically each app was assigned its own App ID prefix. This is no longer the case. Best practice is for apps to use their Team ID as their App ID prefix. This enables multiple neat features, including keychain item sharing and pasteboard sharing. If you have an app that uses a unique App ID prefix, consider migrating it to use your Team ID. This is a good thing in general, as long as you manage the migration process carefully. Your app’s keychain access group list is built from three entitlements: keychain-access-groups — For more on this, see Keychain Access Groups Entitlement. application-identifier (com.apple.application-identifier on macOS) com.apple.security.application-groups — For more on this, see App Groups Entitlement. Keycahin access groups from the third bullet are call app group identified keychain access groups, or AGI keychain access groups for short. IMPORTANT A macOS app can only use an AGI keychain access group if all of its entitlement claims are validated by a provisioning profile. See App Groups: macOS vs iOS: Working Towards Harmony for more about this concept. Keychain access groups from the first two bullets depend on the App ID prefix. If that changes, you lose access to any keychain items in those groups. WARNING Think carefully before using the keychain to store secrets that are the only way to access irreplaceable user data. While the keychain is very reliable, there are situations where a keychain item can be lost and it’s bad if it takes the user’s data with it. In some cases losing access to keychain items is not a big deal. For example, if your app uses the keychain to manage a single login credential, losing that is likely to be acceptable. The user can recover by logging in again. In other cases losing access to keychain items is unacceptable. For example, your app might manage access to dozens of different servers, each with unique login credentials. Your users will be grumpy if you require them to log in to all those servers again. In such situations you must carefully plan your migration. The key thing to understand is that an app group is tied to your team, not your App ID prefix, and thus your app retains access to AGI keychain access groups across an App ID prefix change. This suggests the following approach: Release a version of your app that moves keychain items from other keychain access groups to an AGI keychain access group. Give your users time to update to this new version, run it, and so move their keychain items. When you’re confident that the bulk of your users have done this, change your App ID prefix. The approach has one obvious caveat: It’s hard to judge how long to wait at step 2. Transfer Your App to Another Team Historically there was no supported way to maintain access to keychain items across an app transfer. That’s no longer the case, but you must still plan the transfer carefully. The overall approach is: Identify an app group ID to transfer. This could be an existing app group ID, but in many cases you’ll want to register a new app group ID solely for this purpose. Use the old team (the transferor) to release a version of your app that moves keychain items from other keychain access groups to the AGI keychain access group for this app group ID. Give your users time to update to this new version, run it, and so move their keychain items. When you’re confident that the bulk of your users have done this, initiate the app transfer. Once that’s complete, transfer the app group ID you selected in step 1. See App Store Connect Help > Transfer an app > Overview of app transfer > Apps using App Groups. Publish an update to your app from the new team (the transferee). When a user installs this version, it will have access to your app group, and hence your keychain items. WARNING Once you transfer the app group, the old team won’t be able to publish a new version of any app that uses this app group. That makes step 1 in the process critical. If you have an existing app group that’s used solely by the app being transferred — for example, an app group that you use to share state between the app and its app extensions — then choosing that app group ID makes sense. On the other hand, choosing the ID of an app group that’s share between this app and some unrelated app, one that’s not being transferred, would be bad, because any updates to that other app will lose access to the app group. There are some other significant caveats: The process doesn’t work for Mac apps because Mac apps that have ever used an app group can’t be transferred. See App Store Connect Help > Transfer an app > App transfer criteria. If and when that changes, you’ll need to choose an iOS-style app group ID for your AGI keychain access group. For more about the difference between iOS- and macOS-style app group IDs, see App Groups: macOS vs iOS: Working Towards Harmony. The current transfer process of app groups exposes a small window where some other team can ‘steal’ your app group ID. We have a bug on file to improve that process (r. 171616887). The process works best when transferring between two teams that are both under the control of the same entity. If that’s not the case, take steps to ensure that the old team transfers the app group in step 5. When you submit the app from the new team (step 6), App Store Connect will warn you about a potential loss of keychain access. That warning is talking about keychain items in normal keychain access groups. Items in an AGI keychain access group will still be accessible as long as you transfer the app group. Alternative Approaches for App Transfer In addition to the technique described in the previous section, there are a some alternative approaches you should at consider: Do nothing Do not transfer your app Get creative Do Nothing In this case the user loses all the secrets that your app stored in the keychain. This may be acceptable for certain apps. For example, if your app uses the keychain to manage a single login credential, losing that is likely to be acceptable. The user can recover by logging in again. Do Not Transfer Another option is to not transfer your app. Instead, ship a new version of the app from the new team and have the old app recommend that the user upgrade. There are a number of advantages to this approach. The first is that there’s absolutely no risk of losing any user data. The two apps are completely independent. The second advantage is that the user can install both apps on their device at the same time. This opens up a variety of potential migration paths. For example, you might ship an update to the old app with an export feature that saves the user’s state, including their secrets, to a suitably encrypted file, and then match that with an import facility on the new app. Finally, this approach offers flexible timing. The user can complete their migration at their leisure. However, there are a bunch of clouds to go with these silver linings: Your users might never migrate to the new app. If this is a paid app, or an app with in-app purchase, the user will have to buy things again. You lose the original app’s history, ratings, reviews, and so on. Get Creative Finally, you could attempt something creative. For example, you might: Publish a new version of the app that supports exporting the user’s state, including the secrets. Tell your users to do this, with a deadline. Transfer the app and then, when the deadline expires, publish the new version with an import feature. Frankly, this isn’t very practical. The problem is with step 2: There’s no good way to get all your users to do the export, and if they don’t do it before the deadline there’s no way to do it after. Revision History 2026-03-31 Rewrote the Transfer Your App to Another Team section to describe a new approach for preserving access to keychain items across app transfers. Moved the previous discussion into a new Alternative Approaches for App Transfer section. Clarified that a macOS program can now use an app group as a keychain access group as long as its entitlements are validated. Made numerous editorial changes. 2022-05-17 First posted.
0
0
8.5k
4d
Exploring Secure Enclave–backed biometric authorization between macOS and iPhone using public APIs (FaceBridge prototype)
Hi everyone, I’ve been working on an experimental prototype called FaceBridge that explores whether Secure Enclave–backed biometric authorization can be delegated between macOS and iPhone using only public Apple APIs. The goal of the project was to better understand the architectural boundaries of cross-device trust and approval flows that resemble Apple’s built-in Touch ID / Continuity authorization experiences. FaceBridge implements a local authorization pipeline where: macOS generates a signed authorization request the request is delivered to a trusted nearby iPhone over BLE / Network framework the iPhone verifies sender identity Face ID approval is requested using LocalAuthentication the iPhone signs the approval response using Secure Enclave–backed keys macOS validates the response and unlocks a protected action Security properties currently implemented: • Secure Enclave–backed signing identities per device • cryptographic device pairing and trust persistence • replay protection using nonce + timestamp binding • structured authorization request/response envelopes • signed responder identity verification • trusted-device registry model • local encrypted transport over BLE and local network This is intentionally not attempting to intercept or replace system-level Touch ID dialogs (App Store installs, Keychain prompts, loginwindow, etc.), but instead explores what is possible within application-level authorization boundaries using public APIs only. The project is open source: https://github.com/wesleysfavarin/facebridge Technical architecture write-up: https://medium.com/@wesleysfavarin/facebridge I’m particularly interested in feedback around: • recommended Secure Enclave identity lifecycle patterns • best practices for cross-device trust persistence • LocalAuthentication usage in delegated approval scenarios • whether similar authorization models are expected to become more formally supported across Apple platforms in the future Thanks in advance for any guidance or suggestions.
1
0
85
5d
Endpoint Security entitlement for open-source behavioral monitoring tool
Hi, I’m building a macOS tool that analyzes process behavior to detect autonomous / AI-like activity locally (process trees, file access patterns, and network usage). The system is fully user-space and runs locally in real time. I’m planning to use the Endpoint Security Framework for process and file event monitoring. This is an open-source project (non-enterprise), developed by a solo developer. My question: What are the realistic chances of getting Endpoint Security entitlements approved for this type of project? Are there specific requirements or common reasons for rejection I should be aware of? Thanks, sivan-rnd
2
0
141
1w
MFA MacOS At ScreenSaver (Lock Screen).
Hi , I did The MFA(2FA) of Email OTP For MacOS Login Screen using, Authorization Plugin, Using This git hub project. It is working For Login Screen , Im trying to Add The Same plugin for LockScreen but it is not working at lock Screen , Below is the reffrense theard For The issue , https://aninterestingwebsite.com/forums/thread/127614, please Share The Code that should Present the NSwindow at Screen Saver (Lock Screen) MacOS .
3
0
981
1w
Enterprise Install for a TLS Inspection proxy
I’m working on a product that includes TLS inspection capability. TLS inspection using a local MitM requires installing a trusted root certificate which is then used to create masquerade certificates to intercept and forward TLS traffic through the proxy. For manual installation the end user is required to authenticate as an administrator to modify the trust settings on our internal CA’s root certificate. My question concerns the options for enterprise deployment using an MDM. We want the generated root certificate to be unique to each endpoint so that if a private key is compromised it can’t be used to intercept traffic anywhere else. We can install a “certificate trust” configuration profile from the MDM but this requires a base64 encoded string of the root certificate. In effect the MDM needs to obtain the certificate from the endpoint and then send it back in the form of a configuration profile. I’m not aware that MDMs like Jamf can be configured to do this directly so we’re looking for any other mechanism to have macOS trust a locally generated certificate via MDM based on some non endpoint-unique criteria? One option might be to use an external CA with a trusted certificate to sign an intermediate endpoint certificate but this creates a significant risk if the external trusted certificate were ever compromised. Is this a common industry practice? So my question remains is there a better way to trust our per endpoint root certificate via MDM without needing to install a unique per endpoint configuration profile?
6
0
795
1w
Securing XPC Daemon Communication from Authorization Plugin
I'm working on securing communication between an Authorization Plugin and an XPC daemon, and I’d appreciate some guidance on best practices and troubleshooting. The current design which, I’ve implemented a custom Authorization Plugin for step-up authentication, which is loaded by Authorization Services at the loginwindow (inside SecurityAgent). This plugin acts as an XPC client and connects to a custom XPC daemon. Setup Details 1. XPC Daemon Runs as root (LaunchDaemon) Not sandboxed (my understanding is that root daemons typically don’t run sandboxed—please correct me if this is wrong) Mach service: com.roboInc.AuthXpcDaemon Bundle identifier: com.roboInc.OfflineAuthXpcDaemon 2. Authorization Plugin Bundle identifier: com.roboInc.AuthPlugin Loaded by SecurityAgent during login 3. Code Signing Both plugin and daemon are signed using a development certificate What I’m Trying to Achieve I want to secure the XPC communication so that: The daemon only accepts connections from trusted clients The plugin only connects to the legitimate daemon Communication is protected against unauthorized access The Issue I'm facing I attempted to validate code signatures using: SecRequirementCreateWithString SecCodeCopyGuestWithAttributes SecCodeCheckValidity However, validation consistently fails with: -67050 (errSecCSReqFailed) Could you please help here What is the recommended way to securely authenticate an Authorization Plugin (running inside SecurityAgent) to a privileged XPC daemon? Since the plugin runs inside SecurityAgent, how can the daemon reliably distinguish my plugin from other plugins? What is the correct approach to building a SecRequirement in this scenario? Any guidance, examples, or pointers would be greatly appreciated. Thanks in advance!
6
0
220
1w
Unlock with Touch ID suggested despite system.login.screensaver being configured with authenticate-session-owner rule
Hello, I’m working on a security agent plugin for Mac. The plugin provides a mechanism with custom UI via SFAuthorizationPluginView and a privileged mechanism with the business logic. The plugin needs to support unlocking the device, so I changed the authorize right to invoke my agent: <?xml version="1.0" encoding="UTF-8"?> <!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "http://www.apple.com/DTDs/PropertyList-1.0.dtd"> <plist version="1.0"> <dict> <key>class</key> <string>evaluate-mechanisms</string> <key>created</key> <real>731355374.33196402</real> <key>mechanisms</key> <array> <string>FooBar:loginUI</string> <string>builtin:reset-password,privileged</string> <string>FooBar:authenticate,privileged</string> <string>builtin:authenticate,privileged</string> </array> <key>modified</key> <real>795624943.31730103</real> <key>shared</key> <true/> <key>tries</key> <integer>10000</integer> <key>version</key> <integer>1</integer> </dict> </plist> I also changed the system.login.screensaver right to use authorize-session-owner: <?xml version="1.0" encoding="UTF-8"?> <!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "http://www.apple.com/DTDs/PropertyList-1.0.dtd"> <plist version="1.0"> <dict> <key>class</key> <string>rule</string> <key>comment</key> <string>The owner or any administrator can unlock the screensaver, set rule to "authenticate-session-owner-or-admin" to enable SecurityAgent.</string> <key>created</key> <real>731355374.33196402</real> <key>modified</key> <real>795624943.32567298</real> <key>rule</key> <array> <string>authenticate-session-owner</string> </array> <key>version</key> <integer>1</integer> </dict> </plist> I also set screenUnlockMode to 2, as was suggested in this thread: macOS Sonoma Lock Screen with SFAutorizationPluginView is not hiding the macOS desktop. In the Display Authorization plugin at screensaver unlock thread, Quinn said that authorization plugins are not able to use Touch ID. However, on a MacBook with at touch bar, when I lock the screen, close the lid, and then open it, the touch bar invites me to unlock with Touch ID. If I choose to do so, the screen unlocks and I can interact with the computer, but the plugin UI stays on screen and never goes away, and after about 30 seconds the screen locks back. I can reliably reproduce it on a MacBook Pro with M1 chip running Tahoe 26.1. Is this a known macOS bug? What can I do about it? Ideally, I would like to be able to integrate Touch ID into my plugin, but since that seems to be impossible, the next best thing would be to reliably turn it off completely. Thanks in advance.
2
0
367
2w
SecureTransport PSK Support for TLS
We have successfully deployed our Qt C++ application on Windows and Android using OpenSSL with TLS Pre-Shared Key (PSK) authentication to connect to our servers. However, I understand that apps submitted to the App Store must use SecureTransport as the TLS backend on iOS. My understandiunig is that SecureTransport does not support PSK ciphersuites, which is critical for our security architecture. Questions: Does SecureTransport support TLS PSK authentication, or are there plans to add this feature? If PSK is not supported, what is Apple's recommended alternative for applications that require PSK-based authentication? Is there an approved exception process that would allow me to use OpenSSL for TLS connections on iOS while still complying with App Store guidelines? The application requires PSK for secure communication with our infrastructure, and we need guidance on how to maintain feature parity across all platforms while meeting App Store requirements
2
0
78
2w
The SecKeyCreateSignature method always prompts for the current user's login password.
I downloaded a P12 file (containing a private key) from the company server, and retrieved the private key from this P12 file using a password : private func loadPrivateKeyFromPKCS12(path: String, password: String) throws -> SecKey? { let p12Data: Data do { p12Data = try Data(contentsOf: fileURL) } catch let readError { ... } let options: [CFString: Any] = [ kSecImportExportPassphrase: password as CFString ] var items: CFArray? let status = SecPKCS12Import(p12Data as CFData, options as CFDictionary, &items) guard status == errSecSuccess else { throw exception } var privateKey: SecKey? let idd = identity as! SecIdentity let _ = SecIdentityCopyPrivateKey(idd, &privateKey) return privateKey } However, when I use this private key to call SecKeyCreateSignature for data signing, a dialog box always pops up to ask user to input the Mac admin password. What confuses me is that this private key is clearly stored in the local P12 file, and there should be no access to the keychain involved in this process. Why does the system still require the user's login password for signing? Is it possible to perform silent signing (without the system dialog popping up) in this scenario?
1
0
81
2w
Authorizing a process to access a Private Key pushed via MDM
I am developing a macOS system service (standalone binary running as a LaunchDaemon) that requires the ability to sign data using a private key which will be deployed via MDM. The Setup: Deployment: A .mobileconfig pushes a PKCS12 identity to the System Keychain. Security Requirement: For compliance and security reasons, we cannot set AllowAllAppsAccess to <true/>. The key must remain restricted. The Goal: I need to use the private key from the identity to be able to sign the data The Problem: The Certificate Payload does not support a TrustedApplications or AccessControl array to pre-authorize binary paths. As a result, when the process tries to use the private key for signing (SecKeyCreateSignature), it prompts the user to allow this operation which creates a disruption and is not desired. What i've tried so far: Manually adding my process to the key's ACL in keychain access obviously works and prevents any prompts but this is not an "automatable" solution. Using security tool in a script to attempt to modify the ACL in an automated way, but that also asks user for password and is not seamless. The Question: Is there a documented, MDM-compatible way to inject a specific binary path into the ACL of a private key? If not, is there a better way to achieve the end goal?
1
0
221
3w
QWAC validation
Hello there, Starting from iOS 18.4, support was included for QWAC Validation and QCStatements. Using the official QWAC Validator at: https://eidas.ec.europa.eu/efda/qwac-validation-tool I was able to check that the domain "eidas.ec.europa.eu" has a valid QWAC certificate. However, when trying to obtain the same result using the new API, I do not obtain the same result. Here is my sample playground code: import Foundation import Security import PlaygroundSupport PlaygroundPage.current.needsIndefiniteExecution = true @MainActor class CertificateFetcher: NSObject, URLSessionDelegate { private let url: URL init(url: URL) { self.url = url super.init() } func start() { let session = URLSession(configuration: .ephemeral, delegate: self, delegateQueue: nil) let task = session.dataTask(with: url) { data, response, error in if let error = error { print("Error during request: \(error)") } else { print("Request completed.") } } task.resume() } nonisolated func urlSession(_ session: URLSession, didReceive challenge: URLAuthenticationChallenge, completionHandler: @escaping (URLSession.AuthChallengeDisposition, URLCredential?) -&gt; Void) { guard let trust = challenge.protectionSpace.serverTrust else { completionHandler(.cancelAuthenticationChallenge, nil) return } if let certificates = SecTrustCopyCertificateChain(trust) as? [SecCertificate] { self.checkQWAC(certificates: certificates) } let credential = URLCredential(trust: trust) completionHandler(.useCredential, credential) } nonisolated func checkQWAC(certificates: [SecCertificate]) { let policy = SecPolicyCreateSSL(true, nil) var trust: SecTrust? guard SecTrustCreateWithCertificates(certificates as CFArray, policy, &amp;trust) == noErr, let trust else { print("Unable to create SecTrust") return } var error: CFError? guard SecTrustEvaluateWithError(trust, &amp;error) else { print("Trust evaluation failed") return } guard let result = SecTrustCopyResult(trust) as? [String : Any] else { print("No result dictionary") return } let qwacStatus = result[kSecTrustQWACValidation as String] let qcStatements = result[kSecTrustQCStatements as String] print("QWAC Status: \(String(describing: qwacStatus))") print("QC Statements: \(String(describing: qcStatements))") } } let url = URL(string: "https://eidas.ec.europa.eu/")! let fetcher = CertificateFetcher(url: url) fetcher.start() Which prints: QWAC Status: nil QC Statements: nil Request completed. Am I making a mistake while using the Security framework? I would greatly appreciate any help or guidance you can provide.
6
0
283
3w
SecurityAgent taking focus for plugin in macOS 26.1
We have a custom SecurityAgentPlugin that is triggered by multiple authorizationdb entries. Some customers report that the SecurityAgent process takes window focus even though no UI or windows are displayed. Our plugin explicitly ignores the _securityAgent user and does not show any UI for that user. However, in macOS 26.1, it appears that the plugin still causes the SecurityAgent to take focus as soon as it is triggered. Is this a change in macOS 26.1 or a bug? Can we do anything to prevent "focus stealing"?
27
3
4.7k
Mar ’26
`cp` ( & friends ) silent loss of extended attributes & file flags
Since the introduction of the siblings / and /System/Volumes/Data architecture, some very basic, critical commands seems to have a broken behaviour ( cp, rsync, tar, cpio…). As an example, ditto which was introduced more than 10 years ago to integrate correctly all the peculiarity of HFS Apple filesystem as compared to the UFS Unix filesystem is not behaving correctly. For example, from man ditto: --rsrc Preserve resource forks and HFS meta-data. ditto will store this data in Carbon-compatible ._ AppleDouble files on filesystems that do not natively support resource forks. As of Mac OS X 10.4, --rsrc is default behavior. [...] --extattr Preserve extended attributes (requires --rsrc). As of Mac OS X 10.5, --extattr is the default. and nonetheless: # ls -@delO /private/var/db/ConfigurationProfiles/Store drwx------@ 5 root wheel datavault 160 Jan 20 2024 /private/var/db/ConfigurationProfiles/Store                            ********* com.apple.rootless 28 *************************** # mkdir tmp # ditto /private/var/db/ConfigurationProfiles tmp ditto: /Users/alice/Security/Admin/Apple/APFS/tmp/Settings: Operation not permitted ditto: /Users/alice/Security/Admin/Apple/APFS/tmp/Store: Operation not permitted # ls -@delO tmp/Store drwx------ 5 root wheel - 160 Aug 8 13:55 tmp/Store                            * # The extended attribute on copied directory Store is empty, the file flags are missing, not preserved as documented and as usual behaviour of ditto was since a long time ( macOS 10.5 ). cp, rsync, tar, cpio exhibit the same misbehaviour. But I was using ditto to be sure to avoid any incompatibility with the Apple FS propriaitary modifications. As a consequence, all backup scripts and applications are failing more or less silently, and provide corrupted copies of files or directories. ( I was here investigating why one of my security backup shell script was making corrupted backups, and only on macOS ). How to recover the standard behaviour --extattr working on modern macOS?
4
0
1.1k
Feb ’26
DTLS Handshake Fails When App Is in Background – Is This an iOS Limitation?
Hello, We are facing an issue with performing a DTLS handshake when our iOS application is in the background. Our app (Vocera Collaboration Suite – VCS) uses secure DTLS-encrypted communication for incoming VoIP calls. Problem Summary: When the app is in the background and a VoIP PushKit notification arrives, we attempt to establish a DTLS handshake over our existing socket. However, the handshake consistently fails unless the app is already in the foreground. Once the app is foregrounded, the same DTLS handshake logic succeeds immediately. Key Questions: Is performing a DTLS handshake while the app is in the background technically supported by iOS? Or is this an OS-level limitation by design? If not supported, what is the Apple-recommended alternative to establish secure DTLS communication for VoIP flows without bringing the app to the foreground? Any guidance or clarification from Apple engineers or anyone who has solved a similar problem would be greatly appreciated. Thank you.
5
0
353
Feb ’26
What should be enabled for Enhanced Security?
I am not very well versed in this area, so I would appreciate some guidance on what should be enabled or disabled. My app is an AppKit app. I have read the documentation and watched the video, but I find it hard to understand. When I added the Enhanced Security capability in Xcode, the following options were enabled automatically: Memory Safety Enable Enhanced Security Typed Allocator Runtime Protections Enable Additional Runtime Platform Restrictions Authenticate Pointers Enable Read-only Platform Memory The following options were disabled by default: Memory Safety Enable Hardware Memory Tagging Memory Tag Pure Data Prevent Receiving Tagged Memory Enable Soft Mode for Memory Tagging Should I enable these options? Is there anything I should consider disabling?
3
0
322
Feb ’26
Checksum of an ipa file
I am curious as to know if i calculate the checksum of an ipa file and upload the same to app store, and then after installing the app on my device, if i extract the ipa file and compare the checksum will it match? or will it vary from device to device, because of bitcode and app thinning slicing? Some banks have been showing ipa file checksums on their websites, and even inside their apps and showing messages like checksum matches! i was just curious as to know how would one go about validating this!? Or is this even possible, what about the checksum of the executable at runtime? Can we check this? will it match?
1
0
172
Feb ’26
SecItem: Fundamentals
I regularly help developers with keychain problems, both here on DevForums and for my Day Job™ in DTS. Many of these problems are caused by a fundamental misunderstanding of how the keychain works. This post is my attempt to explain that. I wrote it primarily so that Future Quinn™ can direct folks here rather than explain everything from scratch (-: If you have questions or comments about any of this, put them in a new thread and apply the Security tag so that I see it. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" SecItem: Fundamentals or How I Learned to Stop Worrying and Love the SecItem API The SecItem API seems very simple. After all, it only has four function calls, how hard can it be? In reality, things are not that easy. Various factors contribute to making this API much trickier than it might seem at first glance. This post explains the fundamental underpinnings of the keychain. For information about specific issues, see its companion post, SecItem: Pitfalls and Best Practices. Keychain Documentation Your basic starting point should be Keychain Items. If your code runs on the Mac, also read TN3137 On Mac keychain APIs and implementations. Read the doc comments in <Security/SecItem.h>. In many cases those doc comments contain critical tidbits. When you read keychain documentation [1] and doc comments, keep in mind that statements specific to iOS typically apply to iPadOS, tvOS, and watchOS as well (r. 102786959). Also, they typically apply to macOS when you target the data protection keychain. Conversely, statements specific to macOS may not apply when you target the data protection keychain. [1] Except TN3137, which is very clear about this (-: Caveat Mac Developer macOS supports two different keychain implementations: the original file-based keychain and the iOS-style data protection keychain. IMPORTANT If you’re able to use the data protection keychain, do so. It’ll make your life easier. See the Careful With that Shim, Mac Developer section of SecItem: Pitfalls and Best Practices for more about this. TN3137 On Mac keychain APIs and implementations explains this distinction. It also says: The file-based keychain is on the road to deprecation. This is talking about the implementation, not any specific API. The SecItem API can’t be deprecated because it works with both the data protection keychain and the file-based keychain. However, Apple has deprecated many APIs that are specific to the file-based keychain, for example, SecKeychainCreate. TN3137 also notes that some programs, like launchd daemons, can’t use the file-based keychain. If you’re working on such a program then you don’t have to worry about the deprecation of these file-based keychain APIs. You’re already stuck with the file-based keychain implementation, so using a deprecated file-based keychain API doesn’t make things worse. The Four Freedoms^H^H^H^H^H^H^H^H Functions The SecItem API contains just four functions: SecItemAdd(_:_:) SecItemCopyMatching(_:_:) SecItemUpdate(_:_:) SecItemDelete(_:) These directly map to standard SQL database operations: SecItemAdd(_:_:) maps to INSERT. SecItemCopyMatching(_:_:) maps to SELECT. SecItemUpdate(_:_:) maps to UPDATE. SecItemDelete(_:) maps to DELETE. You can think of each keychain item class (generic password, certificate, and so on) as a separate SQL table within the database. The rows of that table are the individual keychain items for that class and the columns are the attributes of those items. Note Except for the digital identity class, kSecClassIdentity, where the values are split across the certificate and key tables. See Digital Identities Aren’t Real in SecItem: Pitfalls and Best Practices. This is not an accident. The data protection keychain is actually implemented as an SQLite database. If you’re curious about its structure, examine it on the Mac by pointing your favourite SQLite inspection tool — for example, the sqlite3 command-line tool — at the keychain database in ~/Library/Keychains/UUU/keychain-2.db, where UUU is a UUID. WARNING Do not depend on the location and structure of this file. These have changed in the past and are likely to change again in the future. If you embed knowledge of them into a shipping product, it’s likely that your product will have binary compatibility problems at some point in the future. The only reason I’m mentioning them here is because I find it helpful to poke around in the file to get a better understanding of how the API works. For information about which attributes are supported by each keychain item class — that is, what columns are in each table — see the Note box at the top of Item Attribute Keys and Values. Alternatively, look at the Attribute Key Constants doc comment in <Security/SecItem.h>. Uniqueness A critical part of the keychain model is uniqueness. How does the keychain determine if item A is the same as item B? It turns out that this is class dependent. For each keychain item class there is a set of attributes that form the uniqueness constraint for items of that class. That is, if you try to add item A where all of its attributes are the same as item B, the add fails with errSecDuplicateItem. For more information, see the errSecDuplicateItem page. It has lists of attributes that make up this uniqueness constraint, one for each class. These uniqueness constraints are a major source of confusion, as discussed in the Queries and the Uniqueness Constraints section of SecItem: Pitfalls and Best Practices. Parameter Blocks Understanding The SecItem API is a classic ‘parameter block’ API. All of its inputs are dictionaries, and you have to know which properties to set in each dictionary to achieve your desired result. Likewise for when you read properties in output dictionaries. There are five different property groups: The item class property, kSecClass, determines the class of item you’re operating on: kSecClassGenericPassword, kSecClassCertificate, and so on. The item attribute properties, like kSecAttrAccessGroup, map directly to keychain item attributes. The search properties, like kSecMatchLimit, control how the system runs a query. The return type properties, like kSecReturnAttributes, determine what values the query returns. The value type properties, like kSecValueRef perform multiple duties, as explained below. There are other properties that perform a variety of specific functions. For example, kSecUseDataProtectionKeychain tells macOS to use the data protection keychain instead of the file-based keychain. These properties are hard to describe in general; for the details, see the documentation for each such property. Inputs Each of the four SecItem functions take dictionary input parameters of the same type, CFDictionary, but these dictionaries are not the same. Different dictionaries support different property groups: The first parameter of SecItemAdd(_:_:) is an add dictionary. It supports all property groups except the search properties. The first parameter of SecItemCopyMatching(_:_:) is a query and return dictionary. It supports all property groups. The first parameter of SecItemUpdate(_:_:) is a pure query dictionary. It supports all property groups except the return type properties. Likewise for the only parameter of SecItemDelete(_:). The second parameter of SecItemUpdate(_:_:) is an update dictionary. It supports the item attribute and value type property groups. Outputs Two of the SecItem functions, SecItemAdd(_:_:) and SecItemCopyMatching(_:_:), return values. These output parameters are of type CFTypeRef because the type of value you get back depends on the return type properties you supply in the input dictionary: If you supply a single return type property, except kSecReturnAttributes, you get back a value appropriate for that return type. If you supply multiple return type properties or kSecReturnAttributes, you get back a dictionary. This supports the item attribute and value type property groups. To get a non-attribute value from this dictionary, use the value type property that corresponds to its return type property. For example, if you set kSecReturnPersistentRef in the input dictionary, use kSecValuePersistentRef to get the persistent reference from the output dictionary. In the single item case, the type of value you get back depends on the return type property and the keychain item class: For kSecReturnData you get back the keychain item’s data. This makes most sense for password items, where the data holds the password. It also works for certificate items, where you get back the DER-encoded certificate. Using this for key items is kinda sketchy. If you want to export a key, called SecKeyCopyExternalRepresentation. Using this for digital identity items is nonsensical. For kSecReturnRef you get back an object reference. This only works for keychain item classes that have an object representation, namely certificates, keys, and digital identities. You get back a SecCertificate, a SecKey, or a SecIdentity, respectively. For kSecReturnPersistentRef you get back a data value that holds the persistent reference. Value Type Subtleties There are three properties in the value type property group: kSecValueData kSecValueRef kSecValuePersistentRef Their semantics vary based on the dictionary type. For kSecValueData: In an add dictionary, this is the value of the item to add. For example, when adding a generic password item (kSecClassGenericPassword), the value of this key is a Data value containing the password. This is not supported in a query dictionary. In an update dictionary, this is the new value for the item. For kSecValueRef: In add and query dictionaries, the system infers the class property and attribute properties from the supplied object. For example, if you supply a certificate object (SecCertificate, created using SecCertificateCreateWithData), the system will infer a kSecClass value of kSecClassCertificate and various attribute values, like kSecAttrSerialNumber, from that certificate object. This is not supported in an update dictionary. For kSecValuePersistentRef: For query dictionaries, this uniquely identifies the item to operate on. This is not supported in add and update dictionaries. Revision History 2025-05-28 Expanded the Caveat Mac Developer section to cover some subtleties associated with the deprecation of the file-based keychain. 2023-09-12 Fixed various bugs in the revision history. Added a paragraph explaining how to determine which attributes are supported by each keychain item class. 2023-02-22 Made minor editorial changes. 2023-01-28 First posted.
Replies
0
Boosts
0
Views
4.4k
Activity
May ’25
How to store certificate to `com.apple.token` keychain access group.
I’m developing an iOS application and aiming to install a PKCS#12 (.p12) certificate into the com.apple.token keychain access group so that Microsoft Edge for iOS, managed via MDM/Intune, can read and use it for client certificate authentication. I’m attempting to save to the com.apple.token keychain access group, but I’m getting error -34018 (errSecMissingEntitlement) and the item isn’t saved. This occurs on both a physical device and the simulator. I’m using SecItemAdd from the Security framework to store it. Is this the correct approach? https://aninterestingwebsite.com/documentation/security/secitemadd(::) I have added com.apple.token to Keychain Sharing. I have also added com.apple.token to the app’s entitlements. Here is the code I’m using to observe this behavior: public static func installToTokenGroup(p12Data: Data, password: String) throws -> SecIdentity { // First, import the P12 to get the identity let options: [String: Any] = [ kSecImportExportPassphrase as String: password ] var items: CFArray? let importStatus = SecPKCS12Import(p12Data as CFData, options as CFDictionary, &items) guard importStatus == errSecSuccess, let array = items as? [[String: Any]], let dict = array.first else { throw NSError(domain: NSOSStatusErrorDomain, code: Int(importStatus), userInfo: [NSLocalizedDescriptionKey: "Failed to import P12: \(importStatus)"]) } let identity = dict[kSecImportItemIdentity as String] as! SecIdentity let addQuery: [String: Any] = [ kSecClass as String: kSecClassIdentity, kSecValueRef as String: identity, kSecAttrLabel as String: kSecAttrAccessGroupToken, kSecAttrAccessible as String: kSecAttrAccessibleAfterFirstUnlock, kSecAttrAccessGroup as String: kSecAttrAccessGroupToken ] let status = SecItemAdd(addQuery as CFDictionary, nil) if status != errSecSuccess && status != errSecDuplicateItem { throw NSError(domain: NSOSStatusErrorDomain, code: Int(status), userInfo: [NSLocalizedDescriptionKey: "Failed to add to token group: \(status)"]) } return identity }
Replies
3
Boosts
0
Views
395
Activity
2d
iOS 26 - S/MIME Encryption / Certificates
Hi everyone. Since the update to iOS 26, we are no longer able to tap the person's name and view the certificate of a signed email and choose to install the certificate or remove it. This has always worked just fine but seems to be broken on iOS 26 and I have verified that it does not work on iOS 26.1 beta as well. The part that is strange is it does work just fine on an iPad running iPad OS 26. This makes it impossible to send encrypted emails to someone via the mail app on an iPhone. I have found a temporary workaround which is to install Outlook for iOS and install the certificates through that app which then allows me to send encrypted emails via Outlook. This appears to be a bug just with the iPhone as I have also seen a few other people online talking about the same problem. Has anyone found a solution to this?
Replies
3
Boosts
1
Views
831
Activity
2d
Entitlement values for the Enhanced Security and the Additional Runtime Platform Restrictions
I recently turned on the enhanced security options for my macOS app in Xcode 26.0.1 by adding the Enhanced Security capability in the Signing and Capabilities tab. Then, Xcode adds the following key-value sets (with some other key-values) to my app's entitlements file. <key>com.apple.security.hardened-process.enhanced-security-version</key> <integer>1</integer> <key>com.apple.security.hardened-process.platform-restrictions</key> <integer>2</integer> These values appear following the documentation about the enhanced security feature (Enabling enhanced security for your app) and the app works without any issues. However, when I submitted a new version to the Mac App Store, my submission was rejected, and I received the following message from the App Review team via the App Store Connect. Guideline 2.4.5(i) - Performance Your app incorrectly implements sandboxing, or it contains one or more entitlements with invalid values. Please review the included entitlements and sandboxing documentation and resolve this issue before resubmitting a new binary. Entitlement "com.apple.security.hardened-process.enhanced-security-version" value must be boolean and true. Entitlement "com.apple.security.hardened-process.platform-restrictions" value must be boolean and true. When I changed those values directly in the entitlements file based on this message, the app appears to still work. However, these settings are against the description in the documentation I mentioned above and against the settings Xcode inserted after changing the GUI setting view. So, my question is, which settings are actually correct to enable the Enhanced Security and the Additional Runtime Platform Restrictions?
Replies
6
Boosts
0
Views
1.3k
Activity
2d
SecItem: Pitfalls and Best Practices
I regularly help developers with keychain problems, both here on DevForums and in various DTS cases. Over the years I’ve learnt a lot about the API, including many pitfalls and best practices. This post is my attempt to collect that experience in one place. If you have questions or comments about any of this, put them in a new thread and apply the Security tag so that I see it. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" SecItem: Pitfalls and Best Practices It’s just four functions, how hard can it be? The SecItem API seems very simple. After all, it only has four function calls, how hard can it be? In reality, things are not that easy. Various factors contribute to making this API much trickier than it might seem at first glance. This post explains some of the keychain’s pitfalls and then goes on to explain various best practices. Before reading this, make sure you understand the fundamentals by reading its companion post, SecItem: Fundamentals. Pitfalls Lets start with some common pitfalls. Queries and Uniqueness Constraints The relationship between query dictionaries and uniqueness constraints is a major source of problems with the keychain API. Consider code like this: var copyResult: CFTypeRef? = nil let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecAttrGeneric: Data("SecItemHints".utf8), ] as NSMutableDictionary let err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { query[kSecValueData] = Data("opendoor".utf8) let err2 = SecItemAdd(query, nil) if err2 == errSecDuplicateItem { fatalError("… can you get here? …") } } Can you get to the fatal error? At first glance this might not seem possible because you’ve run your query and it’s returned errSecItemNotFound. However, the fatal error is possible because the query contains an attribute, kSecAttrGeneric, that does not contribute to the uniqueness. If the keychain contains a generic password whose service (kSecAttrService) and account (kSecAttrAccount) attributes match those supplied but whose generic (kSecAttrGeneric) attribute does not, the SecItemCopyMatching calls will return errSecItemNotFound. However, for a generic password item, of the attributes shown here, only the service and account attributes are included in the uniqueness constraint. If you try to add an item where those attributes match an existing item, the add will fail with errSecDuplicateItem even though the value of the generic attribute is different. The take-home point is that that you should study the attributes that contribute to uniqueness and use them in a way that’s aligned with your view of uniqueness. See the Uniqueness section of SecItem: Fundamentals for a link to the relevant documentation. Erroneous Attributes Each keychain item class supports its own specific set of attributes. For information about the attributes supported by a given class, see SecItem: Fundamentals. I regularly see folks use attributes that aren’t supported by the class they’re working with. For example, the kSecAttrApplicationTag attribute is only supported for key items (kSecClassKey). Using it with a certificate item (kSecClassCertificate) will cause, at best, a runtime error and, at worst, mysterious bugs. This is an easy mistake to make because: The ‘parameter block’ nature of the SecItem API means that the compiler won’t complain if you use an erroneous attribute. On macOS, the shim that connects to the file-based keychain ignores unsupported attributes. Imagine you want to store a certificate for a particular user. You might write code like this: let err = SecItemAdd([ kSecClass: kSecClassCertificate, kSecAttrApplicationTag: Data(name.utf8), kSecValueRef: cert, ] as NSDictionary, nil) The goal is to store the user’s name in the kSecAttrApplicationTag attribute so that you can get back their certificate with code like this: let err = SecItemCopyMatching([ kSecClass: kSecClassCertificate, kSecAttrApplicationTag: Data(name.utf8), kSecReturnRef: true, ] as NSDictionary, &copyResult) On iOS, and with the data protection keychain on macOS, both calls will fail with errSecNoSuchAttr. That makes sense, because the kSecAttrApplicationTag attribute is not supported for certificate items. Unfortunately, the macOS shim that connects the SecItem API to the file-based keychain ignores extraneous attributes. This results in some very bad behaviour: SecItemAdd works, ignoring kSecAttrApplicationTag. SecItemCopyMatching ignores kSecAttrApplicationTag, returning the first certificate that it finds. If you only test with a single user, everything seems to work. But, later on, when you try your code with multiple users, you might get back the wrong result depending on the which certificate the SecItemCopyMatching call happens to discover first. Ouch! Context Matters Some properties change behaviour based on the context. The value type properties are the biggest offender here, as discussed in the Value Type Subtleties section of SecItem: Fundamentals. However, there are others. The one that’s bitten me is kSecMatchLimit: In a query and return dictionary its default value is kSecMatchLimitOne. If you don’t supply a value for kSecMatchLimit, SecItemCopyMatching returns at most one item that matches your query. In a pure query dictionary its default value is kSecMatchLimitAll. For example, if you don’t supply a value for kSecMatchLimit, SecItemDelete will delete all items that match your query. This is a lesson that, once learnt, is never forgotten! Note Although this only applies to the data protection keychain. If you’re on macOS and targeting the file-based keychain, kSecMatchLimit always defaults to kSecMatchLimitOne. This is clearly a bug, but we can’t fix it due to compatibility concerns (r. 105800863). Fun times! Digital Identities Aren’t Real A digital identity is the combination of a certificate and the private key that matches the public key within that certificate. The SecItem API has a digital identity keychain item class, namely kSecClassIdentity. However, the keychain does not store digital identities. When you add a digital identity to the keychain, the system stores its components, the certificate and the private key, separately, using kSecClassCertificate and kSecClassKey respectively. This has a number of non-obvious effects: Adding a certificate can ‘add’ a digital identity. If the new certificate happens to match a private key that’s already in the keychain, the keychain treats that pair as a digital identity. Likewise when you add a private key. Similarly, removing a certificate or private key can ‘remove’ a digital identity. Adding a digital identity will either add a private key, or a certificate, or both, depending on what’s already in the keychain. Removing a digital identity removes its certificate. It might also remove the private key, depending on whether that private key is used by a different digital identity. The system forms a digital identity by matching the kSecAttrApplicationLabel (klbl) attribute of the private key with the kSecAttrPublicKeyHash (pkhh) attribute of the certificate. If you add both items to the keychain and the system doesn’t form an identity, check the value of these attributes. For more information the key attributes, see SecItem attributes for keys. Keys Aren’t Stored in the Secure Enclave Apple platforms let you protect a key with the Secure Enclave (SE). The key is then hardware bound. It can only be used by that specific SE [1]. Earlier versions of the Protecting keys with the Secure Enclave article implied that SE-protected keys were stored in the SE itself. This is not true, and it’s caused a lot of confusion. For example, I once asked the keychain team “How much space does the SE have available to store keys?”, a question that’s complete nonsense once you understand how this works. In reality, SE-protected keys are stored in the standard keychain database alongside all your other keychain items. The difference is that the key is wrapped in such a way that only the SE can use it. So, the key is protected by the SE, not stored in the SE. A while back we updated the docs to clarify this point but the confusion persists. [1] Technically it’s that specific iteration of that specific SE. If you erase the device then the key material needed to use the key is erased and so the key becomes permanently useless. Or at least that’s my understanding of how things work (-: For details like this I defer to Apple Platform Security. Careful With that Shim, Mac Developer As explained in TN3137 On Mac keychain APIs and implementations, macOS has a shim that connects the SecItem API to either the data protection keychain or the file-based keychain depending on the nature of the request. That shim has limitations. Some of those are architectural but others are simply bugs in the shim. For some great examples, see the Investigating Complex Attributes section below. The best way to avoid problems like this is to target the data protection keychain. If you can’t do that, try to avoid exploring the outer reaches of the SecItem API. If you encounter a case that doesn’t make sense, try that same case with the data protection keychain. If it works there but fails with the file-based keychain, please do file a bug against the shim. It’ll be in good company. Here’s some known issues with the shim: It ignores unsupported attributes. See Erroneous Attributes, above, for more background on that. The shim can fan out to both the data protection and the file-based keychain. In that case it has to make a policy decision about how to handle errors. This results in some unexpected behaviour (r. 143405965). For example, if you call SecItemCopyMatching while the keychain is locked, the data protection keychain will fail with errSecInteractionNotAllowed (-25308). OTOH, it’s possible to query for the presence of items in the file-based keychain even when it’s locked. If you do that and there’s no matching item, the file-based keychain fails with errSecItemNotFound (-25300). When the shim gets these conflicting errors, it chooses to return the latter. Whether this is right or wrong depends on your perspective, but it’s certainly confusing, especially if you’re coming at this from the iOS side. If you call SecItemDelete without specifying a match limit (kSecMatchLimit), the data protection keychain deletes all matching items, whereas the file-based keychain just deletes a single match (r. 105800863). While these shim issue have all have bug numbers, there’s no guarantee that any of them will be fixed. Fixing bugs like this is tricky because of binary compatibility concerns. Add-only Attributes Some attributes can only be set when you add an item. These attributes are usually associated with the scope of the item. For example, to protect an item with the Secure Enclave, supply the kSecAttrAccessControl attribute to the SecItemAdd call. Once you do that, however, you can’t change the attribute. Calling SecItemUpdate with a new kSecAttrAccessControl won’t work. Lost Keychain Items A common complaint from developers is that a seemingly minor update to their app has caused it to lose all of its keychain items. Usually this is caused by one of two problems: Entitlement changes Query dictionary confusion Access to keychain items is mediated by various entitlements, as described in Sharing access to keychain items among a collection of apps. If the two versions of your app have different entitlements, one version may not be able to ‘see’ items created by the other. Imagine you have an app with an App ID of SKMME9E2Y8.com.example.waffle-varnisher. Version 1 of your app is signed with the keychain-access-groups entitlement set to [ SKMME9E2Y8.groupA, SKMME9E2Y8.groupB ]. That makes its keychain access group list [ SKMME9E2Y8.groupA, SKMME9E2Y8.groupB, SKMME9E2Y8.com.example.waffle-varnisher ]. If this app creates a new keychain item without specifying kSecAttrAccessGroup, the system places the item into SKMME9E2Y8.groupA. If version 2 of your app removes SKMME9E2Y8.groupA from the keychain-access-groups, it’ll no longer be able to see the keychain items created by version 1. You’ll also see this problem if you change your App ID prefix, as described in App ID Prefix Change and Keychain Access. IMPORTANT When checking for this problem, don’t rely on your .entitlements file. There are many steps between it and your app’s actual entitlements. Rather, run codesign to dump the entitlements of your built app: % codesign -d --entitlements - /path/to/your.app Lost Keychain Items, Redux Another common cause of lost keychain items is confusion about query dictionaries, something discussed in detail in this post and SecItem: Fundamentals. If SecItemCopyMatching isn’t returning the expected item, add some test code to get all the items and their attributes. For example, to dump all the generic password items, run code like this: func dumpGenericPasswords() throws { let itemDicts = try secCall { SecItemCopyMatching([ kSecClass: kSecClassGenericPassword, kSecMatchLimit: kSecMatchLimitAll, kSecReturnAttributes: true, ] as NSDictionary, $0) } as! [[String: Any]] print(itemDicts) } Then compare each item’s attributes against the attributes you’re looking for to see why there was no match. Data Protection and Background Execution Keychain items are subject to data protection. Specifically, an item may or may not be accessible depending on whether specific key material is available. For an in-depth discussion of how this works, see Apple Platform Security. Note This section focuses on iOS but you’ll see similar effects on all Apple platforms. On macOS specifically, the contents of this section only apply to the data protection keychain. The keychain supports three data protection levels: kSecAttrAccessibleWhenUnlocked kSecAttrAccessibleAfterFirstUnlock kSecAttrAccessibleAlways Note There are additional data protection levels, all with the ThisDeviceOnly suffix. Understanding those is not necessary to understanding this pitfall. Each data protection level describes the lifetime of the key material needed to work with items protected in that way. Specifically: The key material needed to work with a kSecAttrAccessibleWhenUnlocked item comes and goes as the user locks and unlocks their device. The key material needed to work with a kSecAttrAccessibleAfterFirstUnlock item becomes available when the device is first unlocked and remains available until the device restarts. The default data protection level is kSecAttrAccessibleWhenUnlocked. If you add an item to the keychain and don’t specify a data protection level, this is what you get [1]. To specify a data protection level when you add an item to the keychain, apply the kSecAttrAccessible attribute. Alternatively, embed the access level within a SecAccessControl object and apply that using the kSecAttrAccessControl attribute. IMPORTANT It’s best practice to set these attributes when you add the item and then never update them. See Add-only Attributes, above, for more on that. If you perform an operation whose data protection is incompatible with the currently available key material, that operation fails with errSecInteractionNotAllowed [2]. There are four fundamental keychain operations, discussed in the SecItem: Fundamentals, and each interacts with data protection in a different way: Copy — If you attempt to access a keychain item whose key material is unavailable, SecItemCopyMatching fails with errSecInteractionNotAllowed. This is an obvious result; the whole point of data protection is to enforce this security policy. Add — If you attempt to add a keychain item whose key material is unavailable, SecItemAdd fails with errSecInteractionNotAllowed. This is less obvious. The reason why this fails is that the system needs the key material to protect (by encryption) the keychain item, and it can’t do that if if that key material isn’t available. Update — If you attempt to update a keychain item whose key material is unavailable, SecItemUpdate fails with errSecInteractionNotAllowed. This result is an obvious consequence of the previous result. Delete — Deleting a keychain item, using SecItemDelete, doesn’t require its key material, and thus a delete will succeed when the item is otherwise unavailable. That last point is a significant pitfall. I regularly see keychain code like this: Read an item holding a critical user credential. If that works, use that credential. If it fails, delete the item and start from a ‘factory reset’ state. The problem is that, if your code ends up running in the background unexpectedly, step 1 fails with errSecInteractionNotAllowed and you turn around and delete the user’s credential. Ouch! Note Even if you didn’t write this code, you might have inherited it from a keychain wrapper library. See Think Before Wrapping, below. There are two paths forward here: If you don’t expect this code to work in the background, check for the errSecInteractionNotAllowed error and non-destructively cancel the operation in that case. If you expect this code to be running in the background, switch to a different data protection level. WARNING For the second path, the most obvious fix is to move from kSecAttrAccessibleWhenUnlocked to kSecAttrAccessibleAfterFirstUnlock. However, this is not a panacea. It’s possible that your app might end up running before first unlock [3]. So, if you choose the second path, you must also make sure to follow the advice for the first path. You can determine whether the device is unlocked using the isProtectedDataAvailable property and its associated notifications. However, it’s best not to use this property as part of your core code, because such preflighting is fundamentally racy. Rather, perform the operation and handle the error gracefully. It might make sense to use isProtectedDataAvailable property as part of debugging, logging, and diagnostic code. [1] For file data protection there’s an entitlement (com.apple.developer.default-data-protection) that controls the default data protection level. There’s no such entitlement for the keychain. That’s actually a good thing! In my experience the file data protection entitlement is an ongoing source of grief. See this thread if you’re curious. [2] This might seem like an odd error but it’s actually pretty reasonable: The operation needs some key material that’s currently unavailable. Only a user action can provide that key material. But the data protection keychain will never prompt the user to unlock their device. Thus you get an error instead. [3] iOS generally avoids running third-party code before first unlock, but there are circumstances where that can happen. The obvious legitimate example of this is a VoIP app, where the user expects their phone to ring even if they haven’t unlocked it since the last restart. There are also other less legitimate examples of this, including historical bugs that caused apps to launch in the background before first unlock. Best Practices With the pitfalls out of the way, let’s talk about best practices. Less Painful Dictionaries I look at a lot of keychain code and it’s amazing how much of it is way more painful than it needs to be. The biggest offender here is the dictionaries. Here are two tips to minimise the pain. First, don’t use CFDictionary. It’s seriously ugly. While the SecItem API is defined in terms of CFDictionary, you don’t have to work with CFDictionary directly. Rather, use NSDictionary and take advantage of the toll-free bridge. For example, consider this CFDictionary code: CFTypeRef keys[4] = { kSecClass, kSecAttrService, kSecMatchLimit, kSecReturnAttributes, }; static const int kTen = 10; CFNumberRef ten = CFNumberCreate(NULL, kCFNumberIntType, &kTen); CFAutorelease(ten); CFTypeRef values[4] = { kSecClassGenericPassword, CFSTR("AYS"), ten, kCFBooleanTrue, }; CFDictionaryRef query = CFDictionaryCreate( NULL, keys, values, 4, &kCFTypeDictionaryKeyCallBacks, &kCFTypeDictionaryValueCallBacks ); Note This might seem rather extreme but I’ve literally seen code like this, and worse, while helping developers. Contrast this to the equivalent NSDictionary code: NSDictionary * query = @{ (__bridge NSString *) kSecClass: (__bridge NSString *) kSecClassGenericPassword, (__bridge NSString *) kSecAttrService: @"AYS", (__bridge NSString *) kSecMatchLimit: @10, (__bridge NSString *) kSecReturnAttributes: @YES, }; Wow, that’s so much better. Second, if you’re working in Swift, take advantage of its awesome ability to create NSDictionary values from Swift dictionary literals. Here’s the equivalent code in Swift: let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecMatchLimit: 10, kSecReturnAttributes: true, ] as NSDictionary Nice! Avoid Reusing Dictionaries I regularly see folks reuse dictionaries for different SecItem calls. For example, they might have code like this: var copyResult: CFTypeRef? = nil let dict = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecReturnData: true, ] as NSMutableDictionary var err = SecItemCopyMatching(dict, &copyResult) if err == errSecItemNotFound { dict[kSecValueData] = Data("opendoor".utf8) err = SecItemAdd(dict, nil) } This specific example will work, but it’s easy to spot the logic error. kSecReturnData is a return type property and it makes no sense to pass it to a SecItemAdd call whose second parameter is nil. I’m not sure why folks do this. I think it’s because they think that constructing dictionaries is expensive. Regardless, this pattern can lead to all sorts of weird problems. For example, it’s the leading cause of the issue described in the Queries and the Uniqueness Constraints section, above. My advice is that you use a new dictionary for each call. That prevents state from one call accidentally leaking into a subsequent call. For example, I’d rewrite the above as: var copyResult: CFTypeRef? = nil let query = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecReturnData: true, ] as NSMutableDictionary var err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { let add = [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", kSecValueData: Data("opendoor".utf8), ] as NSMutableDictionary err = SecItemAdd(add, nil) } It’s a bit longer, but it’s much easier to track the flow. And if you want to eliminate the repetition, use a helper function: func makeDict() -> NSMutableDictionary { [ kSecClass: kSecClassGenericPassword, kSecAttrService: "AYS", kSecAttrAccount: "mrgumby", ] as NSMutableDictionary } var copyResult: CFTypeRef? = nil let query = makeDict() query[kSecReturnData] = true var err = SecItemCopyMatching(query, &copyResult) if err == errSecItemNotFound { let add = makeDict() query[kSecValueData] = Data("opendoor".utf8) err = SecItemAdd(add, nil) } Think Before Wrapping A lot of folks look at the SecItem API and immediately reach for a wrapper library. A keychain wrapper library might seem like a good idea but there are some serious downsides: It adds another dependency to your project. Different subsystems within your project may use different wrappers. The wrapper can obscure the underlying API. Indeed, its entire raison d’être is to obscure the underlying API. This is problematic if things go wrong. I regularly talk to folks with hard-to-debug keychain problems and the conversation goes something like this: Quinn: What attributes do you use in the query dictionary? J R Developer: What’s a query dictionary? Quinn: OK, so what error are you getting back? J R Developer: It throws WrapperKeychainFailedError. That’s not helpful )-: If you do use a wrapper, make sure it has diagnostic support that includes the values passed to and from the SecItem API. Also make sure that, when it fails, it returns an error that includes the underlying keychain error code. These benefits will be particularly useful if you encounter a keychain problem that only shows up in the field. Wrappers must choose whether to be general or specific. A general wrapper may be harder to understand than the equivalent SecItem calls, and it’ll certainly contain a lot of complex code. On the other hand, a specific wrapper may have a model of the keychain that doesn’t align with your requirements. I recommend that you think twice before using a keychain wrapper. Personally I find the SecItem API relatively easy to call, assuming that: I use the techniques shown in Less Painful Dictionaries, above, to avoid having to deal with CFDictionary. I use my secCall(…) helpers to simplify error handling. For the code, see Calling Security Framework from Swift. If you’re not prepared to take the SecItem API neat, consider writing your own wrapper, one that’s tightly focused on the requirements of your project. For example, in my VPN apps I use the wrapper from this post, which does exactly what I need in about 100 lines of code. Prefer to Update Of the four SecItem functions, SecItemUpdate is the most neglected. Rather than calling SecItemUpdate I regularly see folks delete and then re-add the item. This is a shame because SecItemUpdate has some important benefits: It preserves persistent references. If you delete and then re-add the item, you get a new item with a new persistent reference. It’s well aligned with the fundamental database nature of the keychain. It forces you to think about which attributes uniquely identify your item and which items can be updated without changing the item’s identity. For a cool example of its power, check out Transfer Items Between Keychain Access Groups, below. Understand These Key Attributes Key items have a number of attributes that are similarly named, and it’s important to keep them straight. I created a cheat sheet for this, namely, SecItem attributes for keys. You wouldn’t believe how often I consult this! Investigating Complex Attributes Some attributes have values where the format is not obvious. For example, the kSecAttrIssuer attributed is documented as: The corresponding value is of type CFData and contains the X.500 issuer name of a certificate. What exactly does that mean? If I want to search the keychain for all certificates issued by a specific certificate authority, what value should I supply? One way to figure this out is to add a certificate to the keychain, read the attributes back, and then dump the kSecAttrIssuer value. For example: let cert: SecCertificate = … let attrs = try secCall { SecItemAdd([ kSecValueRef: cert, kSecReturnAttributes: true, ] as NSDictionary, $0) } as! [String: Any] let issuer = attrs[kSecAttrIssuer as String] as! NSData print((issuer as NSData).debugDescription) // prints: <3110300e 06035504 030c074d 6f757365 4341310b 30090603 55040613 024742> Those bytes represent the contents of a X.509 Name ASN.1 structure with DER encoding. This is without the outer SEQUENCE element, so if you dump it as ASN.1 you’ll get a nice dump of the first SET and then a warning about extra stuff at the end of the file: % xxd issuer.asn1 00000000: 3110 300e 0603 5504 030c 074d 6f75 7365 1.0...U....Mouse 00000010: 4341 310b 3009 0603 5504 0613 0247 42 CA1.0...U....GB % dumpasn1 -p issuer.asn1 SET { SEQUENCE { OBJECT IDENTIFIER commonName (2 5 4 3) UTF8String 'MouseCA' } } Warning: Further data follows ASN.1 data at position 18. Note For details on the Name structure, see section 4.1.2.4 of RFC 5280. Amusingly, if you run the same test against the file-based keychain you’ll… crash. OK, that’s not amusing. It turns out that the code above doesn’t work when targeting the file-based keychain because SecItemAdd doesn’t return a dictionary but rather an array of dictionaries (r. 21111543). Once you get past that, however, you’ll see it print: <301f3110 300e0603 5504030c 074d6f75 73654341 310b3009 06035504 06130247 42> Which is different! Dumping it as ASN.1 shows that it’s the full Name structure, including the outer SEQUENCE element: % xxd issuer-file-based.asn1 00000000: 301f 3110 300e 0603 5504 030c 074d 6f75 0.1.0...U....Mou 00000010: 7365 4341 310b 3009 0603 5504 0613 0247 seCA1.0...U....G 00000020: 42 B % dumpasn1 -p issuer-file-based.asn1 SEQUENCE { SET { SEQUENCE { OBJECT IDENTIFIER commonName (2 5 4 3) UTF8String 'MouseCA' } } SET { SEQUENCE { OBJECT IDENTIFIER countryName (2 5 4 6) PrintableString 'GB' } } } This difference in behaviour between the data protection and file-based keychains is a known bug (r. 26391756) but in this case it’s handy because the file-based keychain behaviour makes it easier to understand the data protection keychain behaviour. Import, Then Add It’s possible to import data directly into the keychain. For example, you might use this code to add a certificate: let certData: Data = … try secCall { SecItemAdd([ kSecClass: kSecClassCertificate, kSecValueData: certData, ] as NSDictionary, nil) } However, it’s better to import the data and then add the resulting credential reference. For example: let certData: Data = … let cert = try secCall { SecCertificateCreateWithData(nil, certData as NSData) } try secCall { SecItemAdd([ kSecValueRef: cert, ] as NSDictionary, nil) } There are two advantages to this: If you get an error, you know whether the problem was with the import step or the add step. It ensures that the resulting keychain item has the correct attributes. This is especially important for keys. These can be packaged in a wide range of formats, so it’s vital to know whether you’re interpreting the key data correctly. I see a lot of code that adds key data directly to the keychain. That’s understandable because, back in the day, this was the only way to import a key on iOS. Fortunately, that’s not been the case since the introduction of SecKeyCreateWithData in iOS 10 and aligned releases. For more information about importing keys, see Importing Cryptographic Keys. App Groups on the Mac Sharing access to keychain items among a collection of apps explains that three entitlements determine your keychain access: keychain-access-groups application-identifier (com.apple.application-identifier on macOS) com.apple.security.application-groups In the discussion of the last item says: You can use app group names as keychain access group names, without adding them to the Keychain access groups entitlement. That’s true, but it’s also potentially misleading. This affordance works all the time on iOS and its child platforms. But on the Mac it only works if your entitlements are validated by a provisioning profile. For more on that topic, see App Groups: macOS vs iOS: Working Towards Harmony. Transfer Items Between Keychain Access Groups In some cases you might want to move a bunch of keychain items from one app group to another, for example, when preparing for an App ID prefix change. This is easier than you might first think. For example, to move all the generic password items for a particular service between oldGroup and newGroup, run this code: try secCall { SecItemUpdate([ kSecClass: kSecClassGenericPassword, kSecUseDataProtectionKeychain: true, kSecAttrAccessGroup: oldGroup, kSecAttrService: "MyService", ] as NSDictionary, [ kSecAttrAccessGroup: newGroup, ] as NSDictionary) } This snippet highlights both the power and the subtlety of the SecItem API. The first parameter to SecItemUpdate is a pure query dictionary. It selects all the generic password items for MyService that are in the old keychain access group. In contrast, the second parameter is an update dictionary, which in this case just changes a single attribute. See SecItem: Fundamentals for a deeper explanation of these concepts. This call is atomic from your perspective [1]. The call will either fail or all the selected items will move as one. IMPORTANT Bulk operations like this are risky. That’s not because the keychain item will do the wrong thing, but rather because you have to be very careful what you ask for. If, for example, your query dictionary matches more than you intended, you might end up moving items unexpectedly. Be careful when crafting this code, and test it thoroughly. [1] It may even be atomic in a wider sense, given that the keychain is currently implemented as an SQLite database. Revision History 2026-04-02 Added the Transfer Items Between Keychain Access Groups section. Updated the App Groups on the Mac section to account for recent changes to app groups on the Mac. Made other minor editorial changes. 2025-06-29 Added the Data Protection and Background Execution section. Made other minor editorial changes. 2025-02-03 Added another specific example to the Careful With that Shim, Mac Developer section. 2025-01-29 Added somes specific examples to the Careful With that Shim, Mac Developer section. 2025-01-23 Added the Import, Then Add section. 2024-08-29 Added a discussion of identity formation to the Digital Identities Aren’t Real section. 2024-04-11 Added the App Groups on the Mac section. 2023-10-25 Added the Lost Keychain Items and Lost Keychain Items, Redux sections. 2023-09-22 Made minor editorial changes. 2023-09-12 Fixed various bugs in the revision history. Added the Erroneous Attributes section. 2023-02-22 Fixed the link to the VPNKeychain post. Corrected the name of the Context Matters section. Added the Investigating Complex Attributes section. 2023-01-28 First posted.
Replies
0
Boosts
0
Views
4k
Activity
3d
App ID Prefix Change and Keychain Access
DTS regularly receives questions about how to preserve keychain items across an App ID change, and so I thought I’d post a comprehensive answer here for the benefit of all. If you have any questions or comments, please start a new thread here on the forums. Put it in the Privacy & Security > General subtopic and tag it with Security. Share and Enjoy — Quinn “The Eskimo!” @ Developer Technical Support @ Apple let myEmail = "eskimo" + "1" + "@" + "apple.com" App ID Prefix Change and Keychain Access The list of keychain access groups your app can access is determined by three entitlements. For the details, see Sharing Access to Keychain Items Among a Collection of Apps. If your app changes its App ID prefix, this list changes and you’re likely to lose access to existing keychain items. This situation crops up under two circumstances: When you migrate your app from using a unique App ID prefix to using your Team ID as its App ID prefix. When you transfer your app to another team. In both cases you have to plan carefully for this change. If you only learn about the problem after you’ve made the change, consider undoing the change to give you time to come up with a plan before continuing. Note On macOS, the information in this post only applies to the data protection keychain. For more information about the subtleties of the keychain on macOS, see On Mac Keychains. For more about App ID prefix changes, see Technote 2311 Managing Multiple App ID Prefixes and QA1726 Resolving the Potential Loss of Keychain Access warning. Migrate From a Unique App ID Prefix to Your Team ID Historically each app was assigned its own App ID prefix. This is no longer the case. Best practice is for apps to use their Team ID as their App ID prefix. This enables multiple neat features, including keychain item sharing and pasteboard sharing. If you have an app that uses a unique App ID prefix, consider migrating it to use your Team ID. This is a good thing in general, as long as you manage the migration process carefully. Your app’s keychain access group list is built from three entitlements: keychain-access-groups — For more on this, see Keychain Access Groups Entitlement. application-identifier (com.apple.application-identifier on macOS) com.apple.security.application-groups — For more on this, see App Groups Entitlement. Keycahin access groups from the third bullet are call app group identified keychain access groups, or AGI keychain access groups for short. IMPORTANT A macOS app can only use an AGI keychain access group if all of its entitlement claims are validated by a provisioning profile. See App Groups: macOS vs iOS: Working Towards Harmony for more about this concept. Keychain access groups from the first two bullets depend on the App ID prefix. If that changes, you lose access to any keychain items in those groups. WARNING Think carefully before using the keychain to store secrets that are the only way to access irreplaceable user data. While the keychain is very reliable, there are situations where a keychain item can be lost and it’s bad if it takes the user’s data with it. In some cases losing access to keychain items is not a big deal. For example, if your app uses the keychain to manage a single login credential, losing that is likely to be acceptable. The user can recover by logging in again. In other cases losing access to keychain items is unacceptable. For example, your app might manage access to dozens of different servers, each with unique login credentials. Your users will be grumpy if you require them to log in to all those servers again. In such situations you must carefully plan your migration. The key thing to understand is that an app group is tied to your team, not your App ID prefix, and thus your app retains access to AGI keychain access groups across an App ID prefix change. This suggests the following approach: Release a version of your app that moves keychain items from other keychain access groups to an AGI keychain access group. Give your users time to update to this new version, run it, and so move their keychain items. When you’re confident that the bulk of your users have done this, change your App ID prefix. The approach has one obvious caveat: It’s hard to judge how long to wait at step 2. Transfer Your App to Another Team Historically there was no supported way to maintain access to keychain items across an app transfer. That’s no longer the case, but you must still plan the transfer carefully. The overall approach is: Identify an app group ID to transfer. This could be an existing app group ID, but in many cases you’ll want to register a new app group ID solely for this purpose. Use the old team (the transferor) to release a version of your app that moves keychain items from other keychain access groups to the AGI keychain access group for this app group ID. Give your users time to update to this new version, run it, and so move their keychain items. When you’re confident that the bulk of your users have done this, initiate the app transfer. Once that’s complete, transfer the app group ID you selected in step 1. See App Store Connect Help > Transfer an app > Overview of app transfer > Apps using App Groups. Publish an update to your app from the new team (the transferee). When a user installs this version, it will have access to your app group, and hence your keychain items. WARNING Once you transfer the app group, the old team won’t be able to publish a new version of any app that uses this app group. That makes step 1 in the process critical. If you have an existing app group that’s used solely by the app being transferred — for example, an app group that you use to share state between the app and its app extensions — then choosing that app group ID makes sense. On the other hand, choosing the ID of an app group that’s share between this app and some unrelated app, one that’s not being transferred, would be bad, because any updates to that other app will lose access to the app group. There are some other significant caveats: The process doesn’t work for Mac apps because Mac apps that have ever used an app group can’t be transferred. See App Store Connect Help > Transfer an app > App transfer criteria. If and when that changes, you’ll need to choose an iOS-style app group ID for your AGI keychain access group. For more about the difference between iOS- and macOS-style app group IDs, see App Groups: macOS vs iOS: Working Towards Harmony. The current transfer process of app groups exposes a small window where some other team can ‘steal’ your app group ID. We have a bug on file to improve that process (r. 171616887). The process works best when transferring between two teams that are both under the control of the same entity. If that’s not the case, take steps to ensure that the old team transfers the app group in step 5. When you submit the app from the new team (step 6), App Store Connect will warn you about a potential loss of keychain access. That warning is talking about keychain items in normal keychain access groups. Items in an AGI keychain access group will still be accessible as long as you transfer the app group. Alternative Approaches for App Transfer In addition to the technique described in the previous section, there are a some alternative approaches you should at consider: Do nothing Do not transfer your app Get creative Do Nothing In this case the user loses all the secrets that your app stored in the keychain. This may be acceptable for certain apps. For example, if your app uses the keychain to manage a single login credential, losing that is likely to be acceptable. The user can recover by logging in again. Do Not Transfer Another option is to not transfer your app. Instead, ship a new version of the app from the new team and have the old app recommend that the user upgrade. There are a number of advantages to this approach. The first is that there’s absolutely no risk of losing any user data. The two apps are completely independent. The second advantage is that the user can install both apps on their device at the same time. This opens up a variety of potential migration paths. For example, you might ship an update to the old app with an export feature that saves the user’s state, including their secrets, to a suitably encrypted file, and then match that with an import facility on the new app. Finally, this approach offers flexible timing. The user can complete their migration at their leisure. However, there are a bunch of clouds to go with these silver linings: Your users might never migrate to the new app. If this is a paid app, or an app with in-app purchase, the user will have to buy things again. You lose the original app’s history, ratings, reviews, and so on. Get Creative Finally, you could attempt something creative. For example, you might: Publish a new version of the app that supports exporting the user’s state, including the secrets. Tell your users to do this, with a deadline. Transfer the app and then, when the deadline expires, publish the new version with an import feature. Frankly, this isn’t very practical. The problem is with step 2: There’s no good way to get all your users to do the export, and if they don’t do it before the deadline there’s no way to do it after. Revision History 2026-03-31 Rewrote the Transfer Your App to Another Team section to describe a new approach for preserving access to keychain items across app transfers. Moved the previous discussion into a new Alternative Approaches for App Transfer section. Clarified that a macOS program can now use an app group as a keychain access group as long as its entitlements are validated. Made numerous editorial changes. 2022-05-17 First posted.
Replies
0
Boosts
0
Views
8.5k
Activity
4d
Exploring Secure Enclave–backed biometric authorization between macOS and iPhone using public APIs (FaceBridge prototype)
Hi everyone, I’ve been working on an experimental prototype called FaceBridge that explores whether Secure Enclave–backed biometric authorization can be delegated between macOS and iPhone using only public Apple APIs. The goal of the project was to better understand the architectural boundaries of cross-device trust and approval flows that resemble Apple’s built-in Touch ID / Continuity authorization experiences. FaceBridge implements a local authorization pipeline where: macOS generates a signed authorization request the request is delivered to a trusted nearby iPhone over BLE / Network framework the iPhone verifies sender identity Face ID approval is requested using LocalAuthentication the iPhone signs the approval response using Secure Enclave–backed keys macOS validates the response and unlocks a protected action Security properties currently implemented: • Secure Enclave–backed signing identities per device • cryptographic device pairing and trust persistence • replay protection using nonce + timestamp binding • structured authorization request/response envelopes • signed responder identity verification • trusted-device registry model • local encrypted transport over BLE and local network This is intentionally not attempting to intercept or replace system-level Touch ID dialogs (App Store installs, Keychain prompts, loginwindow, etc.), but instead explores what is possible within application-level authorization boundaries using public APIs only. The project is open source: https://github.com/wesleysfavarin/facebridge Technical architecture write-up: https://medium.com/@wesleysfavarin/facebridge I’m particularly interested in feedback around: • recommended Secure Enclave identity lifecycle patterns • best practices for cross-device trust persistence • LocalAuthentication usage in delegated approval scenarios • whether similar authorization models are expected to become more formally supported across Apple platforms in the future Thanks in advance for any guidance or suggestions.
Replies
1
Boosts
0
Views
85
Activity
5d
Endpoint Security entitlement for open-source behavioral monitoring tool
Hi, I’m building a macOS tool that analyzes process behavior to detect autonomous / AI-like activity locally (process trees, file access patterns, and network usage). The system is fully user-space and runs locally in real time. I’m planning to use the Endpoint Security Framework for process and file event monitoring. This is an open-source project (non-enterprise), developed by a solo developer. My question: What are the realistic chances of getting Endpoint Security entitlements approved for this type of project? Are there specific requirements or common reasons for rejection I should be aware of? Thanks, sivan-rnd
Replies
2
Boosts
0
Views
141
Activity
1w
MFA MacOS At ScreenSaver (Lock Screen).
Hi , I did The MFA(2FA) of Email OTP For MacOS Login Screen using, Authorization Plugin, Using This git hub project. It is working For Login Screen , Im trying to Add The Same plugin for LockScreen but it is not working at lock Screen , Below is the reffrense theard For The issue , https://aninterestingwebsite.com/forums/thread/127614, please Share The Code that should Present the NSwindow at Screen Saver (Lock Screen) MacOS .
Replies
3
Boosts
0
Views
981
Activity
1w
Enterprise Install for a TLS Inspection proxy
I’m working on a product that includes TLS inspection capability. TLS inspection using a local MitM requires installing a trusted root certificate which is then used to create masquerade certificates to intercept and forward TLS traffic through the proxy. For manual installation the end user is required to authenticate as an administrator to modify the trust settings on our internal CA’s root certificate. My question concerns the options for enterprise deployment using an MDM. We want the generated root certificate to be unique to each endpoint so that if a private key is compromised it can’t be used to intercept traffic anywhere else. We can install a “certificate trust” configuration profile from the MDM but this requires a base64 encoded string of the root certificate. In effect the MDM needs to obtain the certificate from the endpoint and then send it back in the form of a configuration profile. I’m not aware that MDMs like Jamf can be configured to do this directly so we’re looking for any other mechanism to have macOS trust a locally generated certificate via MDM based on some non endpoint-unique criteria? One option might be to use an external CA with a trusted certificate to sign an intermediate endpoint certificate but this creates a significant risk if the external trusted certificate were ever compromised. Is this a common industry practice? So my question remains is there a better way to trust our per endpoint root certificate via MDM without needing to install a unique per endpoint configuration profile?
Replies
6
Boosts
0
Views
795
Activity
1w
Securing XPC Daemon Communication from Authorization Plugin
I'm working on securing communication between an Authorization Plugin and an XPC daemon, and I’d appreciate some guidance on best practices and troubleshooting. The current design which, I’ve implemented a custom Authorization Plugin for step-up authentication, which is loaded by Authorization Services at the loginwindow (inside SecurityAgent). This plugin acts as an XPC client and connects to a custom XPC daemon. Setup Details 1. XPC Daemon Runs as root (LaunchDaemon) Not sandboxed (my understanding is that root daemons typically don’t run sandboxed—please correct me if this is wrong) Mach service: com.roboInc.AuthXpcDaemon Bundle identifier: com.roboInc.OfflineAuthXpcDaemon 2. Authorization Plugin Bundle identifier: com.roboInc.AuthPlugin Loaded by SecurityAgent during login 3. Code Signing Both plugin and daemon are signed using a development certificate What I’m Trying to Achieve I want to secure the XPC communication so that: The daemon only accepts connections from trusted clients The plugin only connects to the legitimate daemon Communication is protected against unauthorized access The Issue I'm facing I attempted to validate code signatures using: SecRequirementCreateWithString SecCodeCopyGuestWithAttributes SecCodeCheckValidity However, validation consistently fails with: -67050 (errSecCSReqFailed) Could you please help here What is the recommended way to securely authenticate an Authorization Plugin (running inside SecurityAgent) to a privileged XPC daemon? Since the plugin runs inside SecurityAgent, how can the daemon reliably distinguish my plugin from other plugins? What is the correct approach to building a SecRequirement in this scenario? Any guidance, examples, or pointers would be greatly appreciated. Thanks in advance!
Replies
6
Boosts
0
Views
220
Activity
1w
Unlock with Touch ID suggested despite system.login.screensaver being configured with authenticate-session-owner rule
Hello, I’m working on a security agent plugin for Mac. The plugin provides a mechanism with custom UI via SFAuthorizationPluginView and a privileged mechanism with the business logic. The plugin needs to support unlocking the device, so I changed the authorize right to invoke my agent: <?xml version="1.0" encoding="UTF-8"?> <!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "http://www.apple.com/DTDs/PropertyList-1.0.dtd"> <plist version="1.0"> <dict> <key>class</key> <string>evaluate-mechanisms</string> <key>created</key> <real>731355374.33196402</real> <key>mechanisms</key> <array> <string>FooBar:loginUI</string> <string>builtin:reset-password,privileged</string> <string>FooBar:authenticate,privileged</string> <string>builtin:authenticate,privileged</string> </array> <key>modified</key> <real>795624943.31730103</real> <key>shared</key> <true/> <key>tries</key> <integer>10000</integer> <key>version</key> <integer>1</integer> </dict> </plist> I also changed the system.login.screensaver right to use authorize-session-owner: <?xml version="1.0" encoding="UTF-8"?> <!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "http://www.apple.com/DTDs/PropertyList-1.0.dtd"> <plist version="1.0"> <dict> <key>class</key> <string>rule</string> <key>comment</key> <string>The owner or any administrator can unlock the screensaver, set rule to "authenticate-session-owner-or-admin" to enable SecurityAgent.</string> <key>created</key> <real>731355374.33196402</real> <key>modified</key> <real>795624943.32567298</real> <key>rule</key> <array> <string>authenticate-session-owner</string> </array> <key>version</key> <integer>1</integer> </dict> </plist> I also set screenUnlockMode to 2, as was suggested in this thread: macOS Sonoma Lock Screen with SFAutorizationPluginView is not hiding the macOS desktop. In the Display Authorization plugin at screensaver unlock thread, Quinn said that authorization plugins are not able to use Touch ID. However, on a MacBook with at touch bar, when I lock the screen, close the lid, and then open it, the touch bar invites me to unlock with Touch ID. If I choose to do so, the screen unlocks and I can interact with the computer, but the plugin UI stays on screen and never goes away, and after about 30 seconds the screen locks back. I can reliably reproduce it on a MacBook Pro with M1 chip running Tahoe 26.1. Is this a known macOS bug? What can I do about it? Ideally, I would like to be able to integrate Touch ID into my plugin, but since that seems to be impossible, the next best thing would be to reliably turn it off completely. Thanks in advance.
Replies
2
Boosts
0
Views
367
Activity
2w
SecureTransport PSK Support for TLS
We have successfully deployed our Qt C++ application on Windows and Android using OpenSSL with TLS Pre-Shared Key (PSK) authentication to connect to our servers. However, I understand that apps submitted to the App Store must use SecureTransport as the TLS backend on iOS. My understandiunig is that SecureTransport does not support PSK ciphersuites, which is critical for our security architecture. Questions: Does SecureTransport support TLS PSK authentication, or are there plans to add this feature? If PSK is not supported, what is Apple's recommended alternative for applications that require PSK-based authentication? Is there an approved exception process that would allow me to use OpenSSL for TLS connections on iOS while still complying with App Store guidelines? The application requires PSK for secure communication with our infrastructure, and we need guidance on how to maintain feature parity across all platforms while meeting App Store requirements
Replies
2
Boosts
0
Views
78
Activity
2w
The SecKeyCreateSignature method always prompts for the current user's login password.
I downloaded a P12 file (containing a private key) from the company server, and retrieved the private key from this P12 file using a password : private func loadPrivateKeyFromPKCS12(path: String, password: String) throws -> SecKey? { let p12Data: Data do { p12Data = try Data(contentsOf: fileURL) } catch let readError { ... } let options: [CFString: Any] = [ kSecImportExportPassphrase: password as CFString ] var items: CFArray? let status = SecPKCS12Import(p12Data as CFData, options as CFDictionary, &items) guard status == errSecSuccess else { throw exception } var privateKey: SecKey? let idd = identity as! SecIdentity let _ = SecIdentityCopyPrivateKey(idd, &privateKey) return privateKey } However, when I use this private key to call SecKeyCreateSignature for data signing, a dialog box always pops up to ask user to input the Mac admin password. What confuses me is that this private key is clearly stored in the local P12 file, and there should be no access to the keychain involved in this process. Why does the system still require the user's login password for signing? Is it possible to perform silent signing (without the system dialog popping up) in this scenario?
Replies
1
Boosts
0
Views
81
Activity
2w
Authorizing a process to access a Private Key pushed via MDM
I am developing a macOS system service (standalone binary running as a LaunchDaemon) that requires the ability to sign data using a private key which will be deployed via MDM. The Setup: Deployment: A .mobileconfig pushes a PKCS12 identity to the System Keychain. Security Requirement: For compliance and security reasons, we cannot set AllowAllAppsAccess to <true/>. The key must remain restricted. The Goal: I need to use the private key from the identity to be able to sign the data The Problem: The Certificate Payload does not support a TrustedApplications or AccessControl array to pre-authorize binary paths. As a result, when the process tries to use the private key for signing (SecKeyCreateSignature), it prompts the user to allow this operation which creates a disruption and is not desired. What i've tried so far: Manually adding my process to the key's ACL in keychain access obviously works and prevents any prompts but this is not an "automatable" solution. Using security tool in a script to attempt to modify the ACL in an automated way, but that also asks user for password and is not seamless. The Question: Is there a documented, MDM-compatible way to inject a specific binary path into the ACL of a private key? If not, is there a better way to achieve the end goal?
Replies
1
Boosts
0
Views
221
Activity
3w
QWAC validation
Hello there, Starting from iOS 18.4, support was included for QWAC Validation and QCStatements. Using the official QWAC Validator at: https://eidas.ec.europa.eu/efda/qwac-validation-tool I was able to check that the domain "eidas.ec.europa.eu" has a valid QWAC certificate. However, when trying to obtain the same result using the new API, I do not obtain the same result. Here is my sample playground code: import Foundation import Security import PlaygroundSupport PlaygroundPage.current.needsIndefiniteExecution = true @MainActor class CertificateFetcher: NSObject, URLSessionDelegate { private let url: URL init(url: URL) { self.url = url super.init() } func start() { let session = URLSession(configuration: .ephemeral, delegate: self, delegateQueue: nil) let task = session.dataTask(with: url) { data, response, error in if let error = error { print("Error during request: \(error)") } else { print("Request completed.") } } task.resume() } nonisolated func urlSession(_ session: URLSession, didReceive challenge: URLAuthenticationChallenge, completionHandler: @escaping (URLSession.AuthChallengeDisposition, URLCredential?) -&gt; Void) { guard let trust = challenge.protectionSpace.serverTrust else { completionHandler(.cancelAuthenticationChallenge, nil) return } if let certificates = SecTrustCopyCertificateChain(trust) as? [SecCertificate] { self.checkQWAC(certificates: certificates) } let credential = URLCredential(trust: trust) completionHandler(.useCredential, credential) } nonisolated func checkQWAC(certificates: [SecCertificate]) { let policy = SecPolicyCreateSSL(true, nil) var trust: SecTrust? guard SecTrustCreateWithCertificates(certificates as CFArray, policy, &amp;trust) == noErr, let trust else { print("Unable to create SecTrust") return } var error: CFError? guard SecTrustEvaluateWithError(trust, &amp;error) else { print("Trust evaluation failed") return } guard let result = SecTrustCopyResult(trust) as? [String : Any] else { print("No result dictionary") return } let qwacStatus = result[kSecTrustQWACValidation as String] let qcStatements = result[kSecTrustQCStatements as String] print("QWAC Status: \(String(describing: qwacStatus))") print("QC Statements: \(String(describing: qcStatements))") } } let url = URL(string: "https://eidas.ec.europa.eu/")! let fetcher = CertificateFetcher(url: url) fetcher.start() Which prints: QWAC Status: nil QC Statements: nil Request completed. Am I making a mistake while using the Security framework? I would greatly appreciate any help or guidance you can provide.
Replies
6
Boosts
0
Views
283
Activity
3w
SecurityAgent taking focus for plugin in macOS 26.1
We have a custom SecurityAgentPlugin that is triggered by multiple authorizationdb entries. Some customers report that the SecurityAgent process takes window focus even though no UI or windows are displayed. Our plugin explicitly ignores the _securityAgent user and does not show any UI for that user. However, in macOS 26.1, it appears that the plugin still causes the SecurityAgent to take focus as soon as it is triggered. Is this a change in macOS 26.1 or a bug? Can we do anything to prevent "focus stealing"?
Replies
27
Boosts
3
Views
4.7k
Activity
Mar ’26
`cp` ( & friends ) silent loss of extended attributes & file flags
Since the introduction of the siblings / and /System/Volumes/Data architecture, some very basic, critical commands seems to have a broken behaviour ( cp, rsync, tar, cpio…). As an example, ditto which was introduced more than 10 years ago to integrate correctly all the peculiarity of HFS Apple filesystem as compared to the UFS Unix filesystem is not behaving correctly. For example, from man ditto: --rsrc Preserve resource forks and HFS meta-data. ditto will store this data in Carbon-compatible ._ AppleDouble files on filesystems that do not natively support resource forks. As of Mac OS X 10.4, --rsrc is default behavior. [...] --extattr Preserve extended attributes (requires --rsrc). As of Mac OS X 10.5, --extattr is the default. and nonetheless: # ls -@delO /private/var/db/ConfigurationProfiles/Store drwx------@ 5 root wheel datavault 160 Jan 20 2024 /private/var/db/ConfigurationProfiles/Store                            ********* com.apple.rootless 28 *************************** # mkdir tmp # ditto /private/var/db/ConfigurationProfiles tmp ditto: /Users/alice/Security/Admin/Apple/APFS/tmp/Settings: Operation not permitted ditto: /Users/alice/Security/Admin/Apple/APFS/tmp/Store: Operation not permitted # ls -@delO tmp/Store drwx------ 5 root wheel - 160 Aug 8 13:55 tmp/Store                            * # The extended attribute on copied directory Store is empty, the file flags are missing, not preserved as documented and as usual behaviour of ditto was since a long time ( macOS 10.5 ). cp, rsync, tar, cpio exhibit the same misbehaviour. But I was using ditto to be sure to avoid any incompatibility with the Apple FS propriaitary modifications. As a consequence, all backup scripts and applications are failing more or less silently, and provide corrupted copies of files or directories. ( I was here investigating why one of my security backup shell script was making corrupted backups, and only on macOS ). How to recover the standard behaviour --extattr working on modern macOS?
Replies
4
Boosts
0
Views
1.1k
Activity
Feb ’26
DTLS Handshake Fails When App Is in Background – Is This an iOS Limitation?
Hello, We are facing an issue with performing a DTLS handshake when our iOS application is in the background. Our app (Vocera Collaboration Suite – VCS) uses secure DTLS-encrypted communication for incoming VoIP calls. Problem Summary: When the app is in the background and a VoIP PushKit notification arrives, we attempt to establish a DTLS handshake over our existing socket. However, the handshake consistently fails unless the app is already in the foreground. Once the app is foregrounded, the same DTLS handshake logic succeeds immediately. Key Questions: Is performing a DTLS handshake while the app is in the background technically supported by iOS? Or is this an OS-level limitation by design? If not supported, what is the Apple-recommended alternative to establish secure DTLS communication for VoIP flows without bringing the app to the foreground? Any guidance or clarification from Apple engineers or anyone who has solved a similar problem would be greatly appreciated. Thank you.
Replies
5
Boosts
0
Views
353
Activity
Feb ’26
What should be enabled for Enhanced Security?
I am not very well versed in this area, so I would appreciate some guidance on what should be enabled or disabled. My app is an AppKit app. I have read the documentation and watched the video, but I find it hard to understand. When I added the Enhanced Security capability in Xcode, the following options were enabled automatically: Memory Safety Enable Enhanced Security Typed Allocator Runtime Protections Enable Additional Runtime Platform Restrictions Authenticate Pointers Enable Read-only Platform Memory The following options were disabled by default: Memory Safety Enable Hardware Memory Tagging Memory Tag Pure Data Prevent Receiving Tagged Memory Enable Soft Mode for Memory Tagging Should I enable these options? Is there anything I should consider disabling?
Replies
3
Boosts
0
Views
322
Activity
Feb ’26
Checksum of an ipa file
I am curious as to know if i calculate the checksum of an ipa file and upload the same to app store, and then after installing the app on my device, if i extract the ipa file and compare the checksum will it match? or will it vary from device to device, because of bitcode and app thinning slicing? Some banks have been showing ipa file checksums on their websites, and even inside their apps and showing messages like checksum matches! i was just curious as to know how would one go about validating this!? Or is this even possible, what about the checksum of the executable at runtime? Can we check this? will it match?
Replies
1
Boosts
0
Views
172
Activity
Feb ’26