There was once a privilege escalation vulnerability in Linux kernel that only happened when compiled with optimizations. In kernel space, address 0 is just regular memory that can be read from and written to if there's a page mapped to it. But in C standard, reads and writes to null pointer are UB.

There was some function that read from a passed pointer unconditionally whether it's null or not. It made sense in context. Then it checked if the pointer is null - if it is do early return, if it's not do privileged operation. The pointer was null iff the user didn't have permissions to do the operation.

What GCC did is notice that a pointer is accessed before its null check. Since accessing a null pointer is UB, and GCC assumes UB never happens, it figured out the null check is superfluous. And removed the check and the early return. The pointer read stayed, mind you. The optimized function would unconditionally read from the pointer even if it's null, then unconditionally execute the privileged operation without checking permissions. That allowed obtaining root access from anywhere.

I saw a few other writeups of interesting UB behavior on The Old New Thing blog. I especially like the time travel one: https://devblogs.microsoft.com/oldnewthing/20140627-00/?p=63... (apologies to people of the future, links to MS devblogs tend to die often).

Compilers do not surprise all that often which is why it is extra surprising when it does happen