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we know that the phenoxide ion has more resonating structuers than the carboxylate ion, then why is phenol less acidic than carboxylic acid ?????????
You shld know that, resonance stabilisation exists for both .
for carboxylic acid -conjugate base -(2 equal resonance structures ) and for phenoxide - 5 resonance structures. ( but in these 5 , 3structures lose aromaticity , hence contribute less)
hence ,the hybrid stability decreases as compared to carboxylate ion. basicity- phenoxide > carboxylate acidity- carboxylic acid > phenol
The proof- carboxylic acid reacts with Na2CO3, PHENOL DOESnt
any kind of doubts are most welcome through this portal
best of luck
--
regards
Ramesh
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