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Question: Answered & Verified by Expert
Why are carboxylic acids more acidic than alcohols or phenols although all of them have a hydrogen atom attached to an oxygen atom (—O—H)?
ChemistryAldehydes and KetonesNEET
Options:
  • A Carboxylic acids have a larger atomic radius, leading to stronger hydrogen bonding.
  • B Carboxylic acids contain a carbonyl group, making them more susceptible to nucleophilic attack.
  • C The conjugate base of carboxylic acid, a carboxylate ion, is stabilized by two equivalent resonance structures in which the negative charge is at the more electronegative oxygen atom . The conjugate base of phenoxide ion, has non-equivalent resonance
  • D Alcohols and phenols have a more stable conjugate base, reducing their acidity.
Solution:
1892 Upvotes Verified Answer
The correct answer is: The conjugate base of carboxylic acid, a carboxylate ion, is stabilized by two equivalent resonance structures in which the negative charge is at the more electronegative oxygen atom . The conjugate base of phenoxide ion, has non-equivalent resonance
Correct Option is : (C)
The conjugate base of carboxylic acid, a carboxylate ion, is stabilized by two equivalent resonance structures in which the negative charge is at the more electronegative oxygen atom . The conjugate base of phenoxide ion, has non-equivalent resonance

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