Why is phenol more acidic than benzoic acid?

Benzoic acid is a stronger acid than phenol because the benzoate ion is stabilised by two equivalent resonance structures in which the negative charge is present at the more electronegative oxygen atom. Hence, benzoic acid is a stronger acid than phenol.

Which is more acidic benzene or phenol?

However, in a phenoxide ion, the negative charge is delocalized over the benzene ring; that is, it is resonance-stabilized. Phenols are more acidic when the ring is substituted with electron-withdrawing groups.

Which is more acidic phenol or benzene carboxylic acid?

Therefore, the carboxylate ion exhibits higher stability in comparison to phenoxide ion. Hence, the carboxylic acids are more acidic than phenols.

Why benzoic acid is more acidic?

Benzoic acid is the stronger acid compared to ethanoic acid. This is due to the delocalisation of the lone pair of electrons on the oxygen atom into the benzene, increasing the polarity of the -OH bond and thus makes the cleaving of the H+ ion easier.

Which is more acidic phenol or benzoic acid or other intermediates?

Abstract. Solvent and counterion effects operate in solution to make benzoic acids far more acidic than phenols, but in the gas phase, as shown herein for model bifunctional ortho-, meta-, and para-hydroxybenzoic acids, the acidities are close, and care should, therefore, be taken in predicting acidity orders.

Is phenol more acidic than acetic acid?

Answer: Acetic acid is more acidic than Phenol. Acetic acid is a typical carboxylic acid and removal of proton from O-H bond is facilitated by electron withdrawing carbonyl group. But Phenol is stabilised by phenoxide ion via resonance and no such property as acetic acid is not observed yet.

Why is benzoic acid less acidic than phenol?

Which is more acidic phenol or carbonic acid?

We can conclude that phenol is an acid weaker than carbonic acid. Therefore, the correct option is (C).

Is phenol or benzoic acid stronger?

However the conjugate base of phenol, a phenoxide ion has non- equivalent resonance structure in which the negative charge is at the less electronegative carbon atom. Thus the benzoate ion is more stable than phenoxide ion. Hence, benzoic acid is a stronger acid than phenol.