Which Statement is NOT True

Question

Which statement is NOT true?
A) The carbon adjacent to a carbonyl can be resonance stabilized to form a carbanion.
B) A carbonyl carbon can be made more electrophilic by a nearby metal ion.
C) The carbon adjacent to an imine can be resonance stabilized to form a carbanion
D) Decarboxylation of an $\alpha$-keto acid goes through a carbocation intermediate.
E) A Claisen ester condensation reaction goes through a carbanion intermediate.

Accepted Answer

Decarboxylation of a keto acid does not involve the formation of a carbanion intermediate, but rather a carbocation intermediate. In this process, the carboxyl group is lost as carbon dioxide and the resulting carbocation is stabilized by resonance.