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KCET2026ChemistryGeneral Organic Chemistry

Carboxylic acids are more acidic than phenols because

Options

  1. AFormation of dimers
  2. BIntermolecular hydrogen bonding
  3. CMore covalent nature
  4. DMore resonance stabilisation of their conjugate base

Correct answer

D. More resonance stabilisation of their conjugate base

Step-by-step solution

Carboxylic acids dissociate in water to form a carboxylate ion and a proton. The carboxylate ion is highly stabilized by resonance, as the negative charge is delocalized equally over two highly electronegative oxygen atoms, resulting in two equivalent resonance structures. Phenols dissociate to form a phenoxide ion and a proton. Although the phenoxide ion is also resonance stabilized, the negative charge is delocalized over one oxygen atom and the less electronegative carbon atoms of the benzene ring, resulting in

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