hacktricks/macos/macos-security-and-privilege-escalation/inspecting-and-debugging-mac-os-apps.md

Inspecting, debugging and Fuzzing Mac OS Software

Static Analysis

otool

otool -L /bin/ls #List dynamically linked libraries
otool -tv /bin/ps #Decompile application

SuspiciousPackage

****SuspiciousPackage is a tool useful to inspect .pkg files installers and see what is inside before installing it.
These installers have preinstall and postinstall bash scripts that malware authors usually abuse to persist the malware.

hdiutil

This tool allows to mount Apple disk images **.dmg** files to inspect them before running anything:

hdiutil attach ~/Downloads/Firefox\ 58.0.2.dmg

It will be mounted in /Volumes

Objective-C

When a function is called in a binary that uses objective-C, the compiled code instead of calling that function, it will call objc_msgSend. Which will be calling the final function:

The params this function expects are:

• The first parameter **self** is "a pointer that points to the instance of the class that is to receive the message". Or more simply put, it’s the object that the method is being invoked upon. If the method is a class method, this will be an instance of the class object as a whole, whereas for an instance method, self will point to an instantiated instance of the class as an object.
• The second parameter, **op**, is "the selector of the method that handles the message". Again, more simply put, this is just the name of the method.
• The remaining parameters are any values that are required by the method op.

Argument	Register	for objc_msgSend
1st argument	rdi	self: object that the method is being invoked upon
2nd argument	rsi	op: name of the method
3rd argument	rdx	1st argument to the method
4th argument	rcx	2nd argument to the method
5th argument	r8	3rd argument to the method
6th argument	r9	4th argument to the method
7th+ argument	rsp+ (on the stack)	5th+ argument to the method

Packed binaries

• Check for high entropy
• Check the strings is there is almost no understandable string, packed
• The UPX packer for MacOS generates a section called "__XHDR"

Dynamic Analysis

{% hint style="warning" %} Note that in order to debug binaries, SIP needs to be disabled `csrutil disable` or `csrutil enable --without debug` or to copy the binaries to a temporary folder and remove the signature with codesign --remove-signature <binary-path> or allow the debugging of the binary (you can use this script) {% endhint %}

{% hint style="warning" %} Note that in order to instrument system binaries, such as `cloudconfigurationd` on macOS, SIP must be disabled just removing the signature won't work. {% endhint %}

dtruss

dtruss -c ls #Get syscalls of ls
dtruss -c -p 1000 #get syscalls of PID 1000

ktrace

You can use this one even with SIP activated

ktrace trace -s -S -t c -c ls | grep "ls("

dtrace

It allows users access to applications at an extremely low level and provides a way for users to trace programs and even change their execution flow. Dtrace uses probes which are placed throughout the kernel and are at locations such as the beginning and end of system calls.

The available probes of dtrace can be obtained with:

dtrace -l | head
   ID   PROVIDER            MODULE                          FUNCTION NAME
    1     dtrace                                                     BEGIN
    2     dtrace                                                     END
    3     dtrace                                                     ERROR
   43    profile                                                     profile-97
   44    profile                                                     profile-199

The probe name consists of four parts: the provider, module, function, and name `fbt:mach_kernel:ptrace:entry`. If you not specifies some part of the name, Dtrace will apply that part as a wildcard.

A more detailed explanation and more examples can be found in https://illumos.org/books/dtrace/chp-intro.html

Examples

• In line

#Count the number of syscalls of each running process
sudo dtrace -n 'syscall:::entry {@[execname] = count()}'

• script

syscall:::entry
/pid == $1/
{
}

#Log every syscall of a PID
sudo dtrace -s script.d 1234 

syscall::open:entry
{
    printf("%s(%s)", probefunc, copyinstr(arg0));
}
syscall::close:entry
{
        printf("%s(%d)\n", probefunc, arg0);
}

#Log files opened and closed by a process
sudo dtrace -s b.d -c "cat /etc/hosts"

syscall:::entry
{
        ;
}
syscall:::return
{
        printf("=%d\n", arg1);
}

#Log sys calls with values
sudo dtrace -s syscalls_info.d -c "cat /etc/hosts"

ProcessMonitor

****ProcessMonitor is a very useful tool to check the process related actions a process is performing for example, monitor which new processes a process is creating.

FileMonitor

****FileMonitor allows to monitor file events such as creation, modifications, and deletions providing detailed information about such events.

fs_usage

Allows to follow actions performed by processes:

fs_usage -w -f filesys ls #This tracks filesystem actions of proccess names containing ls
fs_usage -w -f network curl #This tracks network actions

TaskExplorer

****Taskexplorer is useful to see the libraries used by a binary, the files it's using and the network connections.
It also checks the binary processes against virustotal and show information about the binary.

lldb

lldb is the de facto tool for macOS binary debugging.

lldb ./malware.bin
lldb -p 1122
lldb -n malware.bin
lldb -n malware.bin --waitfor

(lldb) Command	Description
run (r)	Starting execution, which will continue unabated until a breakpoint is hit or the process terminates.
continue (c)	Continue execution of the debugged process.
nexti (n)	Execute the next instruction. This command will skip over function calls.
stepi (s)	Execute the next instruction. Unlike the nexti command, this command will step into function calls.
finish (f)	Execute the rest of the instructions in the current function (“frame”) return and halt.
control + c	Pause execution. If the process has been run (r) or continued (c), this will cause the process to halt ...wherever it is currently executing.
breakpoint (b)	b main b -[NSDictionary objectForKey:] b 0x0000000100004bd9 br l #Breakpoint list br e/dis <num> #Enable/Disable breakpoint breakpoint delete <num>
help	help breakpoint #Get help of breakpoint command help memory write #Get help to write into the memory
reg	reg read $rax reg write $rip 0x100035cc0
x/s <reg/memory address>	Display the memory as a null-terminated string.
x/i <reg/memory address>	Display the memory as assembly instruction.
x/b <reg/memory address>	Display the memory as byte.
print object (po)	This will print the object referenced by the param po $raw { dnsChanger = { "affiliate" = ""; "blacklist_dns" = (); Note that most of Apple’s Objective-C APIs or methods return objects, and thus should be displayed via the “print object” (po) command. If po doesn't produce a meaningful output use x/b
memory write	memory write 0x100600000 -s 4 0x41414141 #Write AAAA in that address

{% hint style="info" %} When calling the objc_sendMsg function, the rsi register holds the name of the method as a null-terminated “C” string. To print the name via lldb do:

(lldb) x/s $rsi: 0x1000f1576: "startMiningWithPort:password:coreCount:slowMemory:currency:"

(lldb) print (char*)$rsi: (char *) $1 = 0x00000001000f1576 "startMiningWithPort:password:coreCount:slowMemory:currency:"

(lldb) reg read $rsi: rsi = 0x00000001000f1576 "startMiningWithPort:password:coreCount:slowMemory:currency:" {% endhint %}

Anti-Dynamic Analysis

VM detection

• The command sysctl hw.model returns "Mac" when the host is a MacOS but something different when it's a VM.
• Playing with the values of hw.logicalcpu and hw.physicalcpu some malwares try to detect if it's a VM.
• Some malwares can also detect if the machine is VMware based on the MAC address 00:50:56.
• It's also possible to find if a process is being debugged with a simple code such us:
  • if(P_TRACED == (info.kp_proc.p_flag & P_TRACED)){ //process being debugged }
• It can also invoke the ptrace system call with the PT_DENY_ATTACH flag. This prevents a debugger from attaching and tracing.
  • You can check if the sysctl or**ptrace** function is being imported but the malware could import it dynamically
  • As noted in this writeup, “Defeating Anti-Debug Techniques: macOS ptrace variants” : “The message Process # exited with status = 45 (0x0000002d) is usually a tell-tale sign that the debug target is using PT_DENY_ATTACH”

Fuzzing

ReportCrash

ReportCrash analyzes crashing processes and saves a crash report to disk. A crash report contains information that can help a developer diagnose the cause of a crash.
For applications and other processes running in the per-user launchd context, ReportCrash runs as a LaunchAgent and saves crash reports in the user's ~/Library/Logs/DiagnosticReports/
For daemons, other processes running in the system launchd context and other privileged processes, ReportCrash runs as a LaunchDaemon and saves crash reports in the system's /Library/Logs/DiagnosticReports

If you are worried about crash reports being sent to Apple you can disable them. If not, crash reports can be useful to figure out how a server crashed.

#To disable crash reporting:
launchctl unload -w /System/Library/LaunchAgents/com.apple.ReportCrash.plist
sudo launchctl unload -w /System/Library/LaunchDaemons/com.apple.ReportCrash.Root.plist

#To re-enable crash reporting:
launchctl load -w /System/Library/LaunchAgents/com.apple.ReportCrash.plist
sudo launchctl load -w /System/Library/LaunchDaemons/com.apple.ReportCrash.Root.plist

Sleep

While fuzzing in a MacOS it's important to not allow the Mac to sleep:

• systemsetup -setsleep Never
• pmset, System Preferences
• KeepingYouAwake

SSH Disconnect

If you are fuzzing via a SSH connection it's important to make sure the session isn't going to day. So change the sshd_config file with:

• TCPKeepAlive Yes
• ClientAliveInterval 0
• ClientAliveCountMax 0

sudo launchctl unload /System/Library/LaunchDaemons/ssh.plist
sudo launchctl load -w /System/Library/LaunchDaemons/ssh.plist

Internal Handlers

Checkout this section ****to find out how you can find which app is responsible of handling the specified scheme or protocol.

Enumerating Network Processes

This interesting to find processes that are managing network data:

dtrace -n 'syscall::recv*:entry { printf("-> %s (pid=%d)", execname, pid); }' >> recv.log
#wait some time
sort -u recv.log > procs.txt
cat procs.txt

Or use netstat or lsof

References

• https://www.youtube.com/watch?v=T5xfL9tEg44
• https://taomm.org/vol1/analysis.html