Which hydrogens are the most acidic in a THF molecule? I understand the main factors that influence acidity, but I can't seem to figure this one out and I have not gotten any answers on the internet.
My friend and I were joking around about chemistry and something about deprotonating an ether came up. That question really caught my attention. I was split between two answers for deprotonating THF:
One of the carbons bonded to the oxygen atom would be deprotonated due to a stronger inductive effect by the oxygen atom.
One of the carbons further away from the oxygen atom because the oxygen has a partial negative charge and some lone pairs, so deprotonating a carbon bonded to the oxygen atom would cause some electrostatic repulsion and lone-pair repulsion.
Is any of this correct or is there another explanation?