Account for the fact that chloroacetic acid has a lower pKa value than acetic acid.

Solution

The electron-withdrawing Cl group stabilizes the ClCH₂COO^- anion and increases the acidic strength. Hence, chloroacetic acid has a lower pKa value than acetic acid.

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

Account for the fact that chloroacetic acid has a lower pKa value than acetic acid.

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

Account for the fact that chloroacetic acid has a lower pKa value than acetic acid.

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.