Question

Which conjugate base is more stabilized?

I think this is carbon from top because he can spread charge over two more carbons so is delocalized but answer for that is carbon from right. Am i wrong or answer is not good?

Answer 1

Resonance will do nothing if we deprotonate the proton you're proposing. You have the right idea about delocalization, though.

Let's give those two carbon's a charge:

`"A"` only has the advantage of hybridization over B. That carbon is `"sp"^2` hybridized, and the negative charge is closer to the nucleus due to the larger s character.

`"B"` can delocalize the negative charge across the diene system (via resonance) and be very stable.

Hence, `"b".`