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iOS (Vulner)ability
Subho Halder
Co Founder
AppKnox
iOS (Vulner)ability
./WhoAmI
Co Founder of AppKnox ( XYSec Labs )
Python Lover
Sole Creator and Developer of Android Framework for Exploitation (AFE)
Found Security Bugs in Apple, Google, Skype, Webkit, Facebook, Microsoft, ..
Security is 
http://xkcd.com/327/
NSLog [@Agenda];
Quick overview of iPhone iOS Platform.
iOS Security Structure
What is a Jailbreak?
iOS App (IN)Securities
Peek into a state-of-art Prison
iOS Hardware Architecture
Application Processor
Baseband
iOS
User interaction	

Applications	

...
NucleusOS
Radio communication
iOS Hardware
Architecture
Application Processor Baseband Processor
audio
display
power managment
camera
WIFI
BT
GSM
UART
I2S
GPIO
DMA
controls 	

sim/net-lock !
Phew, Security Architecture
***[Sandboxing]***
NAND Flash
FTL: converts logical partition to NAND 鍖ash architecture
looks like BLOCK device
System Partition / (Read Only)
User Partition /private/var
NAND
FTL
Block Device
/ (RO)
(System Partition)
/private/var (RW)
(User Partition)
***[Sandboxing]***
3rd Party lives only on User Partition
Apps run as mobile user
Kernel Signature checks executables 
in system-call execve()
%{ How did you Jailbreak it? }%
NAND
FTL
Block Device
/ (RO)
(System Partition)
/private/var (RW)
(User Partition)
**Memory Protection
W^X Policy
Non Executable Stack or Heap
ASLR (Address Space Layout Randomisation)
%{ Did you forget about Return-Oriented-Program }%
Code Signing
Implemented inside Kernel
Kernel signature checks executables in systemcall execve()
Kernel stored on System Partition (kernelcache)
Kernel is signature checked before being loaded.
%{ Can still be by-passed :/ }%
Encryption @#%$#^% !
Everythong is encrypted
Hardware AES Engine
Keys derived from hardware keys GID-key UID-key
%{Possible to use Jailbreak tools e.g. Syringe to use the hardware engine}%
What is J@!lbr3@k ?
How your iPhone boots up?
signature
check
signature
check
signature
check
signature
check
Bootrom LLB	

(Low Level Bootloader)
iBoot Kernel Application
NOR NOR NAND NAND
Recovery Mode?
Bootrom
LLB	

(Low Level
Bootloader)
iBoot
signature
check
signature
check
Kernel
Kernel
Ramdisk
DFU Mode !
Bootrom iBSS iBEC Kernel
Ramdisk
Bootrom LLB	

(Low Level Bootloader)
iBoot Kernel Application
minimal
iBoot
Attacking the chain of trust!
signature
check
Bootrom
LLB	

(Low Level
Bootloader)
iBoot Kernel Application
signature
check
signature
check
signature
check
signature
check
attack here	

(cannot be 鍖xed)
attack here	

 attack here	

 attack here	

System
Software
Where do we go wrong?
Plists
Used by iPhone to store saved properties and data
XML
Binary (compressed XML) (depreciated)
The binary plists need converting, you can use:
plutil to convert to XML
Property List Editor (in XCode)
plists contain all kinds of juicy information. Check for:
Cookies, emails, usernames, passwords, sensitive application data, client side role identi鍖ers, protocol handlers,
etc.
B00M! :O
INSERT into `SQLite`
A lot of iOS applications sensitive data in SQLite3 databases on the device.
Sqlite3 does not have built-in support for encryption.
There are extensions (CEROD is one, sqlcipher is another) that support encryption, but
the code is not publicly available, you need to license it. Apple has not, so the included
version of sqlite3 does not support encrypted databases.
Still dangerous to store stuff client side.
To bypass: Cerod is as simple as looking for cerod:passwd or break pointing and
pulling out of memory: sqlite3_open(":cerod:passwd:鍖lename.db", &db);
)()()( Keychains )()()(
Keychain = Encrypted container for storing sensitive information
Smarter devs store passwords and sensitive data using the keychain.
Unfortunately with access to a phone and jailbreaking we can decrypt the
keychain and dump the contents.
tail -f /var/logs/
iOS Logs lots of data, NSLog especially, They can be viewed after the fact in:
~/Library/Logs/CrashReporter/MobileDevice/<Device name>/private/var/
log/system.log
Can be viewed in you mac console app under utilities
File Caching m/m/
If the application uses PDF, Excel, or other 鍖les it may be possible that these
鍖les may have been cached on the device.
These can be found at: ~/Library/Application Support/iPhone simulator/x.x.x/
Applications/<application folder>/Documents/temp.pdf
$(`Keyboard Caching`)
Keystrokes for predictive spellcheck are stored in:
~/Library/Application Support/iPhone Simulator/x.x.x/Library/Keyboard/
dynamic-text.dat
This issue is similar to autocomplete for web browsers.
Already disabled for password 鍖elds Should be disabled for any potentially sensitive
鍖elds (account numbers, SSN, etc, etc)
Set UITextField property autocorrectionType = UITextAutocorrectionNo for mitigation.
Snapshot Caching
When in an application and the home button is pushed, the application stores a
snapshot (screenshot) in the apps snapshot folder
~/Library/Application Support/iPhone Simulator/x.x.x/Applications/
<application folder>/Library/Caches/Snapshots/
These persist until reboot. Hopefully you werent on a screen with any sensitive
data!
Snapshot Caching
SQL Injection Client-Side
SQL injection is a problem on the client side too!
BAD:
NSString *sql = [NSString stringWithFormat:@"SELECT name FROM products
WHERE id = '%@'", id]; const char *query = [sql UTF8String];
GOOD:
const char *sql = "SELECT name FROM products WHERE id = ?";
sqlite3_prepare_v2(database, sql, -1, &sql_statement, NULL);
sqlite3_bind_text(&sql_statement, 1, id, -1, SQLITE_TRANSIENT);
XSS Client-Side
Can occur whenever user controlled Objective C variables populated in to
WebView
stringByEvaluatingJavaScriptFromString 

NSString *javascript = [[NSString alloc] initWithFormat:@"var myvar="%@";",
username]; 
[mywebView stringByEvaluatingJavaScriptFromString:javascript];
Vulnerable Obj-C Methods
NSLog()
[NSString stringWithFormat:]
[NSString initWithFormat:]
[NSMutableString appendFormat:]
[NSAlert informativeTextWithFormat:]
[NSPredicate predicateWithFormat:]
[NSException format:]
NSRunAlertPanel
How can you get started?
https://www.owasp.org/index.php/OWASP_iGoat_Project
AppKnox - Cloud Based
Security Automation Tool
Available for Android
Coming soon for iOS
Cicero
There is no castle so strong that it cannot be
overthrown
Thank You
https://www.appknox.com
http://subho.me
@sunnyrockzzs
subho.halder@gmail.com

More Related Content

iOS (Vulner)ability

  • 3. ./WhoAmI Co Founder of AppKnox ( XYSec Labs ) Python Lover Sole Creator and Developer of Android Framework for Exploitation (AFE) Found Security Bugs in Apple, Google, Skype, Webkit, Facebook, Microsoft, ..
  • 5. NSLog [@Agenda]; Quick overview of iPhone iOS Platform. iOS Security Structure What is a Jailbreak? iOS App (IN)Securities
  • 6. Peek into a state-of-art Prison
  • 7. iOS Hardware Architecture Application Processor Baseband iOS User interaction Applications ... NucleusOS Radio communication
  • 8. iOS Hardware Architecture Application Processor Baseband Processor audio display power managment camera WIFI BT GSM UART I2S GPIO DMA controls sim/net-lock !
  • 10. ***[Sandboxing]*** NAND Flash FTL: converts logical partition to NAND 鍖ash architecture looks like BLOCK device System Partition / (Read Only) User Partition /private/var NAND FTL Block Device / (RO) (System Partition) /private/var (RW) (User Partition)
  • 11. ***[Sandboxing]*** 3rd Party lives only on User Partition Apps run as mobile user Kernel Signature checks executables in system-call execve() %{ How did you Jailbreak it? }% NAND FTL Block Device / (RO) (System Partition) /private/var (RW) (User Partition)
  • 12. **Memory Protection W^X Policy Non Executable Stack or Heap ASLR (Address Space Layout Randomisation) %{ Did you forget about Return-Oriented-Program }%
  • 13. Code Signing Implemented inside Kernel Kernel signature checks executables in systemcall execve() Kernel stored on System Partition (kernelcache) Kernel is signature checked before being loaded. %{ Can still be by-passed :/ }%
  • 14. Encryption @#%$#^% ! Everythong is encrypted Hardware AES Engine Keys derived from hardware keys GID-key UID-key %{Possible to use Jailbreak tools e.g. Syringe to use the hardware engine}%
  • 16. How your iPhone boots up? signature check signature check signature check signature check Bootrom LLB (Low Level Bootloader) iBoot Kernel Application NOR NOR NAND NAND
  • 18. DFU Mode ! Bootrom iBSS iBEC Kernel Ramdisk Bootrom LLB (Low Level Bootloader) iBoot Kernel Application minimal iBoot
  • 19. Attacking the chain of trust! signature check Bootrom LLB (Low Level Bootloader) iBoot Kernel Application signature check signature check signature check signature check attack here (cannot be 鍖xed) attack here attack here attack here System Software
  • 20. Where do we go wrong?
  • 21. Plists Used by iPhone to store saved properties and data XML Binary (compressed XML) (depreciated) The binary plists need converting, you can use: plutil to convert to XML Property List Editor (in XCode) plists contain all kinds of juicy information. Check for: Cookies, emails, usernames, passwords, sensitive application data, client side role identi鍖ers, protocol handlers, etc.
  • 23. INSERT into `SQLite` A lot of iOS applications sensitive data in SQLite3 databases on the device. Sqlite3 does not have built-in support for encryption. There are extensions (CEROD is one, sqlcipher is another) that support encryption, but the code is not publicly available, you need to license it. Apple has not, so the included version of sqlite3 does not support encrypted databases. Still dangerous to store stuff client side. To bypass: Cerod is as simple as looking for cerod:passwd or break pointing and pulling out of memory: sqlite3_open(":cerod:passwd:鍖lename.db", &db);
  • 24. )()()( Keychains )()()( Keychain = Encrypted container for storing sensitive information Smarter devs store passwords and sensitive data using the keychain. Unfortunately with access to a phone and jailbreaking we can decrypt the keychain and dump the contents.
  • 25. tail -f /var/logs/ iOS Logs lots of data, NSLog especially, They can be viewed after the fact in: ~/Library/Logs/CrashReporter/MobileDevice/<Device name>/private/var/ log/system.log Can be viewed in you mac console app under utilities
  • 26. File Caching m/m/ If the application uses PDF, Excel, or other 鍖les it may be possible that these 鍖les may have been cached on the device. These can be found at: ~/Library/Application Support/iPhone simulator/x.x.x/ Applications/<application folder>/Documents/temp.pdf
  • 27. $(`Keyboard Caching`) Keystrokes for predictive spellcheck are stored in: ~/Library/Application Support/iPhone Simulator/x.x.x/Library/Keyboard/ dynamic-text.dat This issue is similar to autocomplete for web browsers. Already disabled for password 鍖elds Should be disabled for any potentially sensitive 鍖elds (account numbers, SSN, etc, etc) Set UITextField property autocorrectionType = UITextAutocorrectionNo for mitigation.
  • 28. Snapshot Caching When in an application and the home button is pushed, the application stores a snapshot (screenshot) in the apps snapshot folder ~/Library/Application Support/iPhone Simulator/x.x.x/Applications/ <application folder>/Library/Caches/Snapshots/ These persist until reboot. Hopefully you werent on a screen with any sensitive data!
  • 30. SQL Injection Client-Side SQL injection is a problem on the client side too! BAD: NSString *sql = [NSString stringWithFormat:@"SELECT name FROM products WHERE id = '%@'", id]; const char *query = [sql UTF8String]; GOOD: const char *sql = "SELECT name FROM products WHERE id = ?"; sqlite3_prepare_v2(database, sql, -1, &sql_statement, NULL); sqlite3_bind_text(&sql_statement, 1, id, -1, SQLITE_TRANSIENT);
  • 31. XSS Client-Side Can occur whenever user controlled Objective C variables populated in to WebView stringByEvaluatingJavaScriptFromString NSString *javascript = [[NSString alloc] initWithFormat:@"var myvar="%@";", username]; [mywebView stringByEvaluatingJavaScriptFromString:javascript];
  • 32. Vulnerable Obj-C Methods NSLog() [NSString stringWithFormat:] [NSString initWithFormat:] [NSMutableString appendFormat:] [NSAlert informativeTextWithFormat:] [NSPredicate predicateWithFormat:] [NSException format:] NSRunAlertPanel
  • 33. How can you get started? https://www.owasp.org/index.php/OWASP_iGoat_Project
  • 34. AppKnox - Cloud Based Security Automation Tool
  • 36. Cicero There is no castle so strong that it cannot be overthrown