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Haloalkanes and Haloarenes: Nucleophilic aromatic substitution MCQ

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Nucleophilic aromatic substitutionHardQuestion 830009

Question

Chlorobenzene reacts with NaOH at 350°C and high pressure to give phenol via:
  1. A
    Nucleophilic aromatic substitution (addition-elimination)
    Correct
  2. B
    SN2 mechanism
  3. C
    Free radical
  4. D
    Friedel-Crafts

Correct answer

Nucleophilic aromatic substitution (addition-elimination)

Explanation

Chlorobenzene + NaOH (300-350°C, 200 atm) → sodium phenoxide → phenol. This is a nucleophilic aromatic substitution via an addition-elimination mechanism (Meisenheimer complex intermediate), not SN2 which cannot occur at sp² carbon.

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