KCET2026ChemistryGeneral Organic Chemistry
Carboxylic acids are more acidic than phenols because
Options
- AFormation of dimers
- BIntermolecular hydrogen bonding
- CMore covalent nature
- 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