Although phenoxide ion has more number of resonating structures than carboxylate ion, carboxylic acid is a stronger acid than phenol. Why?

Solution

This may be attributed to the fact that there is resonance stabilisation both in case of carboxylic acid and the carboxylate anion while there is no such stabilization in case of phenol or phenoxide ion. Thus, the acid in a better position to release H⁺ compared to phenol and is, therefore, a stronger in behaviour.

Some More Questions From Aldehydes, Ketones and Carboxylic Acids Chapter

Write the structures of products of the following reactions:

Arrange the following compounds in increasing order of their boiling points:
CH₃CHO, CH₃CH₂OH, CH₃OCH₃, CH₃CH₂CH₃.

Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions:
Ethanal, Propanal, Propanone, Butanone.

Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions:
Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde, Acetophenone.

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Aldehydes, Ketones And Carboxylic Acids

Although phenoxide ion has more number of resonating structures than carboxylate ion, carboxylic acid is a stronger acid than phenol. Why?

Some More Questions From Aldehydes, Ketones and Carboxylic Acids Chapter

Write the structures of products of the following reactions:

Arrange the following compounds in increasing order of their boiling points:
CH₃CHO, CH₃CH₂OH, CH₃OCH₃, CH₃CH₂CH₃.

Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions:
Ethanal, Propanal, Propanone, Butanone.

Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions:
Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde, Acetophenone.

Predict the products of the following reactions:

Predict the products of the following reactions:

Predict the products of the following reactions:

Predict the products of the following reactions:

Mock Test Series

NCERT Sample Papers

Entrance Exams Preparation

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Aldehydes, Ketones And Carboxylic Acids

Although phenoxide ion has more number of resonating structures than carboxylate ion, carboxylic acid is a stronger acid than phenol. Why?

Some More Questions From Aldehydes, Ketones and Carboxylic Acids Chapter

Write the structures of products of the following reactions:

Arrange the following compounds in increasing order of their boiling points:CH3CHO, CH3CH2OH, CH3OCH3, CH3CH2CH3.

Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions: Ethanal, Propanal, Propanone, Butanone.

Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions: Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde, Acetophenone.

Predict the products of the following reactions:

Predict the products of the following reactions:

Predict the products of the following reactions:

Predict the products of the following reactions:

Mock Test Series

NCERT Sample Papers

Entrance Exams Preparation

Arrange the following compounds in increasing order of their boiling points:
CH₃CHO, CH₃CH₂OH, CH₃OCH₃, CH₃CH₂CH₃.

Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions:
Ethanal, Propanal, Propanone, Butanone.

Arrange the following compounds in increasing order of their reactivity in nucleophilic addition reactions:
Benzaldehyde, p-Tolualdehyde, p-Nitrobenzaldehyde, Acetophenone.