JEE Chemistry · Hard

General Organic Chemistry: JEE Advanced MCQ

Solve this quality-checked JEE multiple-choice question, then review the correct answer and explanation.

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JEE AdvancedHardQuestion 730013

Question

Phenol is more acidic than cyclohexanol because:
  1. A
    Phenoxide is stabilised by resonance with the ring
    Correct
  2. B
    OH is more electronegative in phenol
  3. C
    Phenol has lower boiling point
  4. D
    Cyclohexanol 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.