Which of following carboxylic acid derivatives is most reactive towards nucleophilic substitution?

A) tert-butyl hexanoate

B) para-ethyl benzoyl chloride

C) Butanamide

D) Butanoic pentanoic anhydride

1 Answer
Dec 8, 2015

B, para ethyl benzoyl chloride is the most reactive towards nucleophilic substitution.


The chlorine on the acyl halide group is an excellent leaving group.
The anhydride, ester, and amide are all worse leaving groups and are less reactive in that order.