How to simulate iOS version upgrade?

We need to test our app in the context of an iOS upgrade (e.g., 5.1 -> 6.0). Unfortunately, Apple doesn't allow downgrading devices. We thought of doing it in the simulator, but different versions of the simulator are different environments in themselves. I think we can copy the bundle from one simulator to the other, but that won't migrate the keychain (will it?).

Thanks!