Why doesn't nucleophilic acyl substitution stop at the tetrahedral intermediate?
A)The nucleophile is too basic.
B)Reforming the carbonyl is energetically favorable.
C)The leaving group is unstable and wants to be negatively charged.
D)There is no tetrahedral intermediate.

Question

Quizplus · Accepted Answer

Reforming the carbonyl is energetically favorable because it restores the double bond and allows for resonance stabilization. This drives the reaction forward and prevents the tetrahedral intermediate from being the final product.

Why Doesn't Nucleophilic Acyl Substitution Stop at the Tetrahedral Intermediate