MolSynapsequestion bank
MolSynapse / Question bank / Alcohols, Phenols and Ethers / Pinacol-pinacolone and related rearrangements
JEE Main levelSingle correct optionDifficulty 2 of 3ap081

2-Methylpropane-1,2-diol, , is heated with dilute . The product is

  1. Abutan-2-one
  2. Bpropanone
  3. C2-methylpropanal
  4. D2-methylpropene

Answer: C

Ionisation of the tertiary hydroxyl gives . Hydrogen migrates from to the cationic carbon, forming protonated . Loss of gives 2-methylpropanal.
Practice Alcohols, Phenols and Ethers More on Pinacol-pinacolone and related rearrangements

More questions on Pinacol-pinacolone and related rearrangements