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Q.

Identify ' X ' in the following reaction.
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a

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b

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c

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d

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answer is A.

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Detailed Solution

Reaction: p-Bromo-chloro-benzene --Mg, dry ether--> intermediate --D₂O--> X

Step 1: The aryl chloride forms the Grignard reagent

p-Br–C₆H₄–Cl + Mg → p-Br–C₆H₄–MgCl

(Aryl Cl is reactive; the ring Br stays unchanged.) Step 2: Quench with heavy water (D₂O) → deuteration at the Grignard carbon

p-Br–C₆H₄–MgCl + D₂O → p-Br–C₆H₄–D + Mg(OD)Cl

  • Grignard reagents act as carbanions and pick up D from D₂O.
  • Result: Deuterium replaces the –MgCl site; bromine remains para.

Answer:p-bromodeutrobenzene (ring bearing Br and D para) — Option (b).

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