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NEET levelSingle correct optionDifficulty 1 of 3o3223

The aryl bromide shown is heated with dilute aqueous . What is observed under ordinary laboratory conditions?

  1. ARapid giving phenol
  2. BNo substitution, because the carbon is and neither nor is feasible
  3. CRapid giving phenol through a phenyl cation
  4. DSubstitution only at the ortho position

Answer: B

The compound is bromobenzene. The C-Br carbon is and partly double-bonded in character through resonance, so the bond is strong; backside attack through the ring is impossible and a phenyl cation is very unstable. Neither nor occurs, so no phenol forms.
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