Re: '36 221 - rebuildable??
The valves are up because they are stuck in the valve guides - which is pretty common given this thing has probably been sitting for decades.
The cylinder with the rust obviously had water in it - the question is from where? Did the car have an air cleaner on it when you got it? Is it possible that water came in through the carb? That would be your best situation. As others noted, can be a blown gasket, can be a cracked block, can have fatal issues or not. etc.. One thing is for sure, you can't just throw it back together and expect it to run well . . . if at all. It is guaranteed that the valve seats are rusted, the rings will have issues on that one cylinder, etc.. Pull the engine, get the correct adapter to mount it on a stand (side mount) and get into the details of it.
The right thing to do is to pull the engine and go through it - otherwise you have no idea what you're dealing with, if it can be rebuilt, etc.. I'd highly recommend that you locate some very experienced flathead guys to work with (if at all possible). These engines are relatively simple, but you still need to know the nuances about them, what to check for, what to do, what not to do, etc.. Also, any machine work that needs to be done needs to be done by a machine shop that has extensive flathead experience - otherwise all sorts of bad things can happen.
Best of luck - thanks for coming on the Barn and we look forward to seeing you getting your 36 on the road!
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