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JEE Advanced levelSingle correct optionDifficulty 3 of 3ap195

Benzophenone is irradiated in propan-2-ol to give X, . X is treated with a trace of iodine in glacial ethanoic acid (acid-catalysed rearrangement) to give Y. Y is

  1. A1,2,2,2-tetraphenylethan-1-one
  2. B2,2,3,3-tetraphenyloxirane
  3. Ctetraphenylethene
  4. Dbenzophenone

Answer: A

Photoreduction gives benzopinacol, 1,1,2,2-tetraphenylethane-1,2-diol (). Acid removes one OH to give a diphenyl-stabilised cation; a phenyl group migrates from the neighbouring carbinol carbon and the carbonyl forms, giving (), benzopinacolone.
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