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Why Carboxylic Acid Does Not Give Reactions of Carbonyl Group? - Chemistry

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Why carboxylic acid does not give reactions of carbonyl group?

Account for the following :

Carboxylic acids do not give reactions of carbonyl group.

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Solution 1

In carboxylic acid presence of lone pairs of electrons on oxygen which are involves in resonance due to this the electrophilic character of carbon in carboxylic acid decreases. So due to such reason carboxylic acid does not show the characteristic reaction of the carbonyl group.

Solution 2

In carboxylate anion, the carbon atom is joined to each oxygen atom by one and a half bond and the negative charge is distributed over both oxygen atoms. Thus, the carbonyl group in carboxylic acids is not a true carbonyl group as in aldehydes and ketones. Therefore, carboxylic acids do not give reactions of the carbonyl group.

Solution 3

Carboxylic acids do not give reactions of carbonyl group because the lone pairs on oxygen attach to hydrogen in the –COOH group are involved in resonance which makes the carbon less electrophilic.

Concept: Acids - Structure of the Carboxyl group
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