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Carboxylic acids contain carbonyl group ...

Carboxylic acids contain carbonyl group but do not show the nucleophilic addition reactions like aldehydes or ketones. Why?

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No doubt, the carboxylic acids contain a carbonyl group but it is a part of carboxyl group and is involved in resonance.

This means that the carbon atom of the carbonyl group is not in a position to accommodate the attacking nucleophile. Therefore, carboxylic acids donot participate in the nuclephilic addition reactions whereas both aldehydes and ketones do participate. For more details, consult section 16.
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Knowledge Check

  • Assertion : Carboxylic acids contain a carbonyl group but donot give the characteristic reactions of the group. Reason : The electrophilicity of the carbon atom is more in carboxylic acids than in aldehydes and ketones.

    A
    If both assertion and reason are correct and reason is correct explanation for assertion.
    B
    If both assertion and reason are correct but reason is not correct explanation for assertion.
    C
    If assertion is correct but reason is incorrect.
    D
    If assertion and reason are both incorrect.
  • Assertion: Carboxylic acids contain a carbonyl group but do not give characteristic reactions of the carbonyl group. Reason: Due to resonance, the electrophilic nature of the carboxyl carbon is greatly reduced as compared to the carbonyl carbon in aldehydes and ketones.

    A
    if both assertion and reson are true, and reason is the true explanation of the assertion.
    B
    If both assertion and reason are true, but reason is not the true explanation of the assertion.
    C
    if assertion is true, but reason is false.
    D
    If both assertion and reason are false.
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    Ketones give nucleophilic addition reactions more readily than aldehydes.

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