MolSynapsequestion bank
MolSynapse / Question bank / Alcohols, Phenols and Ethers / Pinacol-pinacolone and related rearrangements
NEET levelSingle correct optionDifficulty 1 of 3ap076

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

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

Answer: A

The acid protonates one OH group, water leaves to give a carbocation, and a group then migrates with its electron pair to the electron-deficient carbon. The intermediate is therefore a carbocation.
Practice Alcohols, Phenols and Ethers More on Pinacol-pinacolone and related rearrangements

More questions on Pinacol-pinacolone and related rearrangements