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JEE Main levelSingle correct optionDifficulty 2 of 3ap078

1,1-Diphenylethane-1,2-diol, , is warmed with dilute . The product is

  1. A2,2-diphenylethanal (diphenylacetaldehyde)
  2. Bbenzophenone
  3. C2,2-diphenylethanol
  4. D1,2-diphenylethanone (deoxybenzoin)

Answer: A

The tertiary hydroxyl on the diphenyl carbon leaves, giving the very stable . The only group that can migrate from is hydrogen, which moves to the cationic carbon to give protonated . The product is diphenylacetaldehyde, an aldehyde.
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