Aldehydes Ketones Question 23

Question: Carboxylic acids are more acidic than phenol and alcohol because of

Options:

A) intermolecular hydrogen bonding

B) formation of dimers

C) highly acidic hydrogen

D) resonance stabilization of their conjugate base

Show Answer

Answer:

Correct Answer: D

Solution:

[d] In carboxylates (conjugate base of carboxylic acids), resonance is more significant because the two resonating structures are similar, while in phenoxide, the resonating structures are not equivalent, alkoxide ions do not show resonance.