Question Detail

CHM 102 Carboxylic Acid Derivatives: Nomenclature, Synthesis, and Reactions Objective Question

Question

What is the leaving group in a nucleophilic acyl substitution of an amide under basic conditions?
Options
A OH-
B NH2-
Correct Answer
C RCOO-
D RO-
Correct Answer

Option B is the correct answer.

Detailed Explanation

NH2- is the leaving group, but because it is a very poor leaving group, amides are the least reactive derivatives. Hydrolysis requires harsh conditions.

Hint

Amide ion is a strong base.

Question Info