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NEET levelSingle correct optionDifficulty 1 of 3ap187

The key reactive intermediate in the acid-catalysed pinacol-pinacolone rearrangement is a

  1. Acarbocation
  2. Bcarbanion
  3. Cfree radical
  4. Dcarbene

Answer: A

Protonation of one OH and loss of water generate a carbocation. A 1,2-shift of an alkyl, aryl or hydride group to this cation centre then gives a protonated carbonyl.
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