
To understand the true capabilities of idevices, let us look at some of the different stages conducted during a professional penetration test and see how we can use mobile devices in each stage. Although availability of tools will vary with each
mobile device, we will examine those tools available to the iPod touch.
Information Gathering
To gather information about a target network, we can use functionality already built into most mobile devices. An Internet Web browser is a natural starting tool to gather information on corporations, employees, and networks. However, a browser can only give us so much information – additional tools we can install include Nmap and Telnet, which allows us to scan a target system or network and connect with discovered systems.
The advantage of using a repository like Cydia is that the program has already been compiled and can be installed on the iPod touch with no more than a click of a button. In fact, the number of applications available for the iPod touch through the Cydia repository are so numerous that very few hacker applications need to be compiled separately – the work has almost been entirely done for us.
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Mobile Devices
Mobile phones and personal data assistant (PDA) appliances used to be limited in their functionality; however, today there are wireless devices that operate using advanced operating systems and support applications that are incredibly useful for conducting clandestine activities. As an example, Apple’s iPod touch runs on the UNIX-Darwin kernel, which is open source,2 POSIX compliant, and single UNIX specification version 3 (SUSv3) compliant. Because of this, advanced hacker appli- cations can be built and installed onto the device, making the iPod touch a powerful hacking platform.
Regardless, there are some interesting trends that we can examine and use to our advantage.
The first trend is the use of open-source operating systems. As already mentioned, the iPod touch and the iPhone, both products of Apple Inc., uses the Darwin operating system. Additional proprietary applications, including graphic interface software, have been added to these portable devices; however, the core system is undeniably UNIX based.
The second trend is the increase in computing power and memory. Although the iPod touch does not have the processing capabilities of desktops or even laptops, they are quite capable of processing large amounts of data rapidly. As a benchmark test, the iPod touch (first generation) was able to process 577 MD5 hashes per second using the password cracking tool “John the Ripper.” In comparison, the MacBook Pro with a 2.8GHz Intel Core Duo processor was able to process 7674 per second. Although about one-twelfth the capability of the MacBook Pro, the iPod touch results are still impressive for what many consider as simply a fancy MP3 player.
The method of obtaining applications needed for penetration testing or covert audio and video communication will vary, depending on the mobile platform. In the case of the Droid and Palm Pre, access to the underlying operating system is avail- able by design. However, in the case of the iPod touch, access to the operating system can only be achieved by “jailbreaking” the phone, which circumvents protection mechanisms installed by Apple.
The actual method of jailbreaking varies, depending on the generation of the iPod touch and the version of the installed software (HOW TO jailbreak is explained in another post -same hack section). Once jailbroken, we can place applications on our device through different repositories – the most notable is called “Cydia.” More information on Cydia can be found at http://cydia.saurik.com/.
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