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
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.
Explanation:
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.