Question Detail

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

Question

Which of the following is the correct order of reactivity toward nucleophilic acyl substitution?
Options
A Amide > Ester > Anhydride > Acid chloride
B Acid chloride > Anhydride > Ester > Amide
Correct Answer
C Ester > Amide > Acid chloride > Anhydride
D Anhydride > Acid chloride > Amide > Ester
Correct Answer

Option B is the correct answer.

Detailed Explanation

Reactivity order: acid chlorides (best leaving group) > anhydrides > esters ≈ carboxylic acids > amides (worst leaving group).

Hint

Better leaving group = more reactive.

Question Info