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Evolution of iOS Data Protection and iPhone Forensics: 
from iPhone OS to iOS 5

Evolution of iOS Data Protection and iPhone Forensics: 
from iPhone OS to iOS 5

Andrey Belenko

August 16, 2012
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  1. Evolution of iOS Data Protection
    and iPhone Forensics:
    from iPhone OS to iOS 5
    Andrey Belenko & Dmitry Sklyarov
    Elcomsoft Co. Ltd.
    1
    1

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  2. Agenda
    • Basics
    • iOS Security before iOS 4
    • iOS 4 Data Protection
    • iOS 5 Data Protection Changes
    • Summary
    2
    2

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  3. Forensics 101
    Acquisition ➜ Analysis ➜ Reporting
    GOALS:
    1.  Assuming  physical  access  to  the  device  extract  as  much  
    informa>on  as  prac>cal
    2.  Leave  as  li@le  traces/ar>facts  as  prac>cal
    3
    3

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  4. iOS: Why Even Bother?
    • More than 5 years on the market
    • 360+ million iOS devices sold worldwide
    • 6 iPhones, 4 iPods, 3 iPads
    • “Smart devices” – they do carry a lot of
    sensitive data
    • Corporate deployments are increasing
    There was, is, and will be a real need for
    iOS forensics
    4
    4

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  5. iPhone Forensics 101
    • Passcode
    –Prevents unauthorized access to the device
    –Bypassing passcode is usually enough
    • Keychain
    –System-wide storage for sensitive data
    –Encrypted
    • Disk encryption
    5
    5

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  6. iPhone Forensics 101
    • Logical: iPhone Backup
    – “Ask” device to produce backup
    – Device must be unlocked (by passcode or iTunes)
    – Device may produce encrypted backup
    – Limited amount of information
    • Logical: iCloud Backups
    – Download backup from iCloud
    – Never encrypted (as of iOS 5)
    – Need Apple ID and password
    6
    6

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  7. iPhone Forensics 101
    • Physical: filesystem acquisition
    – Boot-time exploit to run unsigned code
    – Device lock state isn’t relevant, can
    bruteforce passcode
    – Can get all information from the device
    • Physical+: flash memory acquisition
    – Same requirements as for physical
    – Also allows recovery of deleted files!
    7
    7

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  8. The Inception
    Runs iPhone OS (up to 3.1.3)
    •Based on Mac OS X
    Has a crypto co-processor
    06/29/2007
    iPhone
    8
    8

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  9. Hardware Keys
    Two embedded AES keys:
    • GID – shared by all devices of
    same family
    • UID – unique for each and every
    device
    No known ways to extract
    GID/UID keys
    06/29/2007
    iPhone
    9
    9

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  10. Device Keys
    •To avoid unnecessary exposure, usage of UID/
    GID keys is limited
    •Device keys are computed from hardware keys
    during boot:
    – 0x835 = AES_Enc (UID, 01010101010101010101010101010101);
    – 0x836 = AES_Enc (UID, 00E5A0E6526FAE66C5C1C6D4F16D6180);
    – 0x837 = AES_Enc (GID, 345A2D6C5050D058780DA431F0710E15);
    – 0x838 = AES_Enc (UID, 8C8318A27D7F030717D2B8FC5514F8E1);
    10
    10

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  11. iPhone OS Security
    Relies on chain of trust:
    • BootROM loads trusted iBoot
    • iBoot loads trusted kernel
    • Kernel runs trusted apps
    Apps must be signed
    • Developers can sign and run their apps on their
    devices ($99/yr)
    Applications are sandboxed
    11
    11

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  12. Breaking Free
    • Jailbreak – circumventing iOS
    security in order to run
    custom code
    • Boot-level or application-level
    • Tethered or untethered
    12
    12

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  13. Breaking Free
    • App-level JB gets kernel code execution by
    exploiting apps or services
    –e.g. Absinthe, JailbreakMe
    –Can be fixed by new firmware
    • Boot-level JB loads custom kernel by breaking chain
    of trust
    –e.g. limera1n
    –Can’t be fixed if exploits vulnerability in BootROM
    13
    13

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  14. Jailbreak+Forensics=?
    • Tethered JB
    –Host connection is required to boot into JB
    state
    –Exploit(s) are sent by the host
    –May leave minimal traces on the device
    • Untethered JB
    –Device is modified so that it can boot in
    jailbroken state by itself
    –Leaves permanent traces
    14
    14

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  15. Passcode (Before iOS 4)
    • Lockscreen (i.e. UI) is the only protection
    • Passcode is stored in the keychain
    –Passcode itself, not its hash
    • Can be recovered or removed instantly
    –Remove record from the keychain
    –And/or remove setting telling UI to ask for the
    passcode
    15
    15

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  16. Keychain (Before iOS 4)
    • SQLite3 DB, only passwords are encrypted
    • All items are encrypted with the device key
    (0x835) and random IV
    • Key can be extracted (computed) for offline use
    • All past and future Keychain items from the
    device can be decrypted using that key
    IV Data
    0
    16
    SHA-­‐1  (Data)
    Encrypted  with  Key  0x835
    16
    16

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  17. Storage Encryption (Before iOS 4)
    • No encryption.
    17
    17

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  18. iPhone 3G
    Hardware is very similar to
    original iPhone
    No real security improvements
    over previous model
    (but can run up to iOS 4.2.1)
    06/29/2007
    iPhone
    07/11/2008
    iPhone  3G
    18
    18

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  19. iPhone 3GS
    New application processor
    Hardware storage encryption
    06/29/2007
    iPhone
    07/11/2008
    iPhone  3G
    06/19/2009
    iPhone  3GS
    19
    19

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  20. iPhone 3GS Forensics (Before iOS 4)
    •Passcode: same as before
    •Keychain: same as before
    •Storage encryption:
    – Only user partition is encrypted
    – Single key for all data (FDE)
    – Designed for fast wipe, not confidentiality
    – Transparent encryption/decryption
    – Does not affect physical acquisition
    This is true only for iPhone 3GS
    running iPhone OS 3.x
    20
    20

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  21. iPhone 4
    No notable enhancements in security
    hardware over iPhone 3GS
    Shipped with iOS 4 with major
    security improvements
    06/29/2007
    iPhone
    07/11/2008
    iPhone  3G
    06/19/2009
    iPhone  3GS
    06/24/2010
    iPhone  4
    21
    21

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  22. iOS 4 Data Protection
    • More robust passcode protection
    • Better storage encryption
    – Metadata is encrypted transparently (same as
    before)
    – Per-file encryption for User partition
    • Better Keychain encryption
    • New backup format
    – 5x slower password recovery
    – Keychain items can migrate to another device
    22
    22

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  23. Protection Classes
    • Content grouped by accessibility requirements:
    –Available only when device is unlocked
    –Available after first device unlock (and until power off)
    –Always available
    • Each protection class has a master key
    • Master keys are protected by device key and
    passcode
    • Protected master keys form system keybag
    –New keys created during device restore
    23
    23

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  24. Effaceable Storage
    • Special region of flash memory to store small data
    items with ability to quickly erase them
    • Items within effaceable storage are called lockers
    • As of iOS 4: 960 bytes capacity, 3 lockers:
    –‘BAG1’ – System Keybag payload key and IV
    –‘Dkey’ – NSProtectionNone class master key
    –‘EMF!’ – Filesystem encryption key
    • iOS 5 replaces ‘EMF!’ with ‘LwVM’
    24
    24

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  25. System Keybag
    • /private/var/keybags/systembag.kb
    • Three layers of encryption:
    –System keybag file is encrypted by Data Protection
    –Keybag payload is encrypted before writing to disk
    –Master keys are encrypted with device key and
    passcode key
    25
    25

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  26. Escrow Keybag
    • “Usability feature” allowing iTunes to unlock the
    device
    • Stored on the iTunes side
    • Contains same master keys as system keybag,
    protected by 256 bit random “passcode” stored
    on the device
    • Escrow keybag gives same powers as knowing the
    passcode
    • iOS 5 uses ...UntilFirstUserAuthentication for
    “passcode” stored on device => not very useful
    26
    26

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  27. Backup Keybag
    • Included in the iOS backups
    • Holds keys to decrypt files and keychain items
    included with the backup
    • Keys in backup keybag are protected with key
    0x835 (securityd) or, for encrypted backups, with
    backup password
    • New keys are generated for each backup
    27
    27

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  28. Unlocking Keybag
    Protected Key
    WRAP = 1
    Keybag (locked)
    Device Key
    Passcode Key
    Protected Key
    WRAP = 2
    Protected Key
    WRAP = 3
    Protected Key
    WRAP = 1
    Protected Key
    WRAP = 3
    ...
    Key
    Keybag (unlocked)
    Key
    Key
    Key
    Key
    ...
    DECRYPT
    UNWRAP
    UNWRAP
    UNWRAP
    DECRYPT
    DECRYPT
    DECRYPT
    if (WRAP & 0x2) if (WRAP & 0x1)
    28
    28

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  29. iOS 4 Passcode
    • Passcode is used to compute passcode key
    –Computation is tied to hardware key (UID/UID+)
    –Same passcode will yield different passcode keys on
    different devices!
    • Passcode key is required to unlock most keys
    from the system keybag
    –Most files are protected with NSProtectionNone and
    don’t require a passcode
    –Most keychain items are protected
    with ...WhenUnlocked or ...AfterFirstUnlock and
    require a passcode
    29
    29

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  30. iOS 4 Passcode
    • Passcode-to-Key transformation is slow
    • Offline bruteforce currently is not possible
    –Requires extracting hardware key
    • On-device bruteforce is slow
    –2 p/s on iPhone 3G, 7 p/s on iPad
    • System keybag contains hint on password
    complexity
    30
    30

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  31. iOS 4 Passcode
    • 0 – digits only, length = 4 (simple passcode)
    31
    31

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  32. iOS 4 Passcode
    • 0 – digits only, length = 4 (simple passcode)
    • 1 – digits only, length ≠ 4
    32
    32

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  33. iOS 4 Passcode
    • 0 – digits only, length = 4 (simple passcode)
    • 1 – digits only, length ≠ 4
    • 2 – contains non-digits, any length
    33
    33

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  34. iOS 4 Passcode
    • 0 – digits only, length = 4 (simple passcode)
    • 1 – digits only, length ≠ 4
    • 2 – contains non-digits, any length
    Can identify weak
    passcodes
    34
    34

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  35. iOS 4 Keychain
    • SQLite3 DB, only passwords are encrypted
    • Available protection classes:
    – kSecAttrAccessibleWhenUnlocked (+ ...ThisDeviceOnly)
    – kSecAttrAccessibleAfterFirstUnlock (+ ...ThisDeviceOnly)
    – kSecAttrAccessibleAlways (+ ...ThisDeviceOnly)
    • Random key for each item, AES-CBC
    • Item key is protected with corresponding
    protection class master key
    0 Class Wrapped  Item  Key Encrypted  Item
    0 4 8 48
    35
    35

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  36. iOS 4 Storage
    • Only User partition is encrypted
    • Available protection classes:
    – NSProtectionNone
    – NSProtectionComplete
    • When no protection class set, EMF key is used
    – Filesystem metadata and unprotected files
    – Transparent encryption and decryption (same as pre-iOS 4)
    • When protection class is set, per-file random key
    is used
    – File key protected with master key is stored in extended attribute
    com.apple.system.cprotect
    36
    36

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  37. iPhone 4S
    06/29/2007
    iPhone
    No known security enhancements in
    hardware over iPhone 4
    Shipped with iOS 5 with some
    security improvements
    07/11/2008
    iPhone  3G
    06/19/2009
    iPhone  3GS
    06/24/2010
    iPhone  4
    10/12/2011
    iPhone  4S
    37
    37

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  38. iOS 5 Passcode
    • Similar to iOS 4
    • iPad 3 utilizes new hardware key UID+
    –Algorithm is also slightly different
    –No significant changes from practical point of
    view
    38
    38

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  39. iOS 5 Keychain
    • All attributes are now encrypted (not only
    password)
    • AES-GCM is used instead of AES-CBC
    • Enables integrity verification
    2 Class Wrapped  Key Encrypted  Data  (+Integrity  Tag)
    0 4 8
    Wrapped  Key  Length
    12
    39
    39

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  40. • New partition scheme
    – “LwVM” – Lightweight Volume Manager
    • Any partition can be encrypted
    • New protection classes
    – NSFileProtectionCompleteUntilFirstUserAuthentication
    – NSFileProtectionCompleteUnlessOpen
    • IV for file encryption is computed differently
    iOS 5 Storage
    40
    40

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  41. KF
    PubF
    PubKB
    PrivF
    Generate random file key
    (AES)
    Generate file public/private
    keys (ECC)
    PrivKB
    Master key from the
    system keybag (ECC)
    Shared
    Secret
    Encrypt com.apple.
    system.
    cprotect
    Creating the File
    NSFileProtectionCompleteUnlessOpen
    41
    41

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  42. KF
    PubF
    PubKB
    PrivF
    File key
    (AES)
    File public/private
    keys (ECC)
    PrivKB
    Master key from the
    system keybag (ECC)
    Decrypt com.apple.
    system.
    cprotect
    Shared
    Secret
    Requires a passcode
    (if any)
    42
    Reading the File
    NSFileProtectionCompleteUnlessOpen
    42

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  43. KF
    PubF
    PubKB
    PrivF
    File key
    (AES)
    File public/private
    keys (ECC)
    PrivKB
    Master key from the
    system keybag (ECC)
    Decrypt com.apple.
    system.
    cprotect
    Shared
    Secret
    Requires a passcode
    (if any)
    Looks  pre@y  much  like  BlackBerry  way  to  
    receive  emails  while  locked  :-­‐)
    43
    Reading the File
    NSFileProtectionCompleteUnlessOpen
    43

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  44. 44
    44

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  45. iOS Forensics
    • Acquiring disk image is not enough for iOS 4+
    – Content protection keys must also be extracted from
    the device during acquisition
    – Effaceable Storage contents are also needed to decrypt
    dd images.
    • Passcode or escrow keybag is needed for a
    complete set of master keys
    • In real world it might be a good idea to extract
    source data and compute protection keys offline
    45
    45

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  46. UID Key
    Key 835
    Key 89B
    Passcode
    Passcode Key
    systembag.kb Decrypt
    KDF
    ‘EMF!’ / ‘LwVM’
    ‘Dkey’
    ‘BAG1’
    Effaceable Storage
    Class A Key (#1)
    System Keybag (locked)
    Class B Key (#2)
    Class C Key (#3)
    Class D Key (#4)
    Class Key #5

    Class Key #11
    Decrypt
    FS Key
    Unlock
    System Keybag
    (unlocked)
    Must be done on the device
    Required to decrypt files/keychain
    Sufficient for offline key reconstruction
    iOS Forensics
    46
    46

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  47. iOS Forensics
    iPhone
    iPod Touch 1
    iPhone 3G
    iPod Touch 2
    iPhone 3G
    iPod Touch 2
    iPhone 3GS
    iPod Touch 3
    iPad 1
    iPhone 3GS
    iPod Touch 3
    iPad 1
    iPhone 4
    iPod Touch 4
    iPhone 4S
    iPad 2, iPad 3
    (JB)
    iOS version 3.1.3
    3.1.3 4.2.1 3.1.3 5.1.1 5.1.1 5.0.1, 5.1.1
    Physical
    acquisition
    +
    + + + +
    + +
    Passcode
    recovery
    instant
    instant + instant +
    + +
    Keychain
    decryption
    +
    + + + +
    + +
    Disk decryption not encrypted
    not encrypted
    not encrypted
    not encrypted +
    + +
    47
    47

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  48. Conclusions
    • iPhone physical analysis is possible
    • Physical acquisition requires boot-time exploit
    • Passcode is usually not a problem
    – Due to technology before iOS 4
    – Due to human factor with iOS 4/5
    • Both proprietary and open-source tools for
    iOS 4/5 acquisition are available
    48
    48

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  49. Thank You!
    Questions?
    49
    49

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  50. Evolution of iOS Data Protection
    and iPhone Forensics:
    from iPhone OS to iOS 5
    Andrey Belenko & Dmitry Sklyarov
    Elcomsoft Co. Ltd.
    50
    50

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