I've been digging into the concept of chroot jails through Linux From Scratch, and I'm fascinated by how it works. I learned how to break out of a chroot jail—specifically using the chdir() method—but I'm puzzled about something. When I enter a second chroot jail and then use chdir(), it seems to reset to the actual current working directory, whereas using chdir() within the first chroot jail keeps me stuck in the original false directory. Am I missing something about pointers or the underlying mechanics here? Thanks for any insights!
3 Answers
The key to escaping lies in understanding that chroot alters what '/' represents. Your cwd is merely a directory reference, not bounded to the previous paths. When performing chroot() again, it reassigns the root based on your current cwd, which might not be affected by the first chroot. This is why after a second chroot, you can chdir('..') and access the actual root because the previous jail becomes irrelevant.
You're right in your conceptualization; your current working directory (cwd) and the root directory are independent. When you perform a chroot, you set a new root, but if you try to navigate up with chdir from within that jail, it doesn't go past that new root. Only when you perform another chroot to a new directory that isn't bounded by the first jail can you escape to the actual root.
Chroot isn't designed to lock out the superuser, as there are many ways a root user can escape a chroot environment. Even if set up properly, there could still be vulnerabilities. It's well documented how to create a secure chroot, and anything less can lead to potential breakout paths.

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