Question:
Carboxylic acid is more acidic than phenol. Give reason.
Carboxylic acid is more acidic than phenol. Give reason.
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The resonance stabilization of the conjugate base in carboxylic acids makes them more acidic than phenols.
Updated On: Jul 11, 2025
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Solution and Explanation
Carboxylic acids are more acidic than phenols because the conjugate base formed after deprotonation of a carboxyl group (R-COO\textsuperscript{-}) is stabilized by resonance, which delocalizes the negative charge. In phenols, the negative charge on the oxygen after deprotonation is not as stabilized because the lone pair on the oxygen is involved in the resonance with the benzene ring.
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