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Question: Answered & Verified by Expert
Although phenoxide ion has more number of resonating structures than carboxylate ion, carboxylic acid is a stronger acid than phenol. Why?
ChemistryAldehydes and KetonesNEET
Options:
  • A The carboxylate ion is more stable due to inductive effect, which decreases its acidity compared to phenol.
  • B Phenol has an oxygen atom, making it less acidic than carboxylic acid.
  • C Carboxylic acid has two oxygen atoms that can stabilize the negative charge through resonance, making it a stronger acid.
  • D The resonating structures of carboxylate ion contribute more towards its stability than those of phenoxide ion. As a result, carboxylate ion is more resonance-stabilized than phenoxide ion. Hence, carboxylic acid is a stronger acid than phenol.
Solution:
1320 Upvotes Verified Answer
The correct answer is: The resonating structures of carboxylate ion contribute more towards its stability than those of phenoxide ion. As a result, carboxylate ion is more resonance-stabilized than phenoxide ion. Hence, carboxylic acid is a stronger acid than phenol.
Correct Option is : (D)
The resonating structures of carboxylate ion contribute more towards its stability than those of phenoxide ion. As a result, carboxylate ion is more resonance-stabilized than phenoxide ion. Hence, carboxylic acid is a stronger acid than phenol.

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