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Although phenoxide ion has more number o...

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

Text Solution

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Phenoxide ion has non-equivalent resonance structures in which the negative charge resides on the less electronegative carbon atom.
Whereas in carboxylate ion, the negative charge is delocalised over two electronegative oxygen atoms. In phenoxide ion the negative charge less effectively delocalised over one oxygen atom and less electronegative carbon atoms.
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