JEE AdvancedHardQuestion 730013
Question
Phenol is more acidic than cyclohexanol because:
- APhenoxide is stabilised by resonance with the ringCorrect
- BOH is more electronegative in phenol
- CPhenol has lower boiling point
- DCyclohexanol is a stronger base
Correct answer
Phenoxide is stabilised by resonance with the ring
Explanation
Phenoxide ion (C₆H₅O⁻) is resonance-stabilised: the negative charge delocalises over the ring through 4 resonance structures. Cyclohexoxide has no such delocalisation. Greater anion stability → higher acidity of phenol.