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JEE Advanced levelSingle correct optionDifficulty 3 of 3hx162

A mixture of bromobenzene and 1-bromo-4-methylbenzene (1 : 1) is treated with sodium in dry ether (Fittig reaction). Counting only the aromatic coupling products, the number of different compounds formed (biaryls) is

  1. A4
  2. B6
  3. C3
  4. D2

Answer: C

Two aryl radicals/organosodium species can combine in three ways: (biphenyl), (4,4-dimethylbiphenyl) and the cross product (4-methylbiphenyl). Hence 3.
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