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JEE Advanced levelSingle correct optionDifficulty 3 of 3g3041

2,3-Dimethylbutane-2,3-diol is treated with dilute and warmed (pinacol rearrangement). The product is:

  1. A3,3-dimethylbutan-2-one
  2. B2,3-dimethylbutanal
  3. C2,3-dimethylbut-2-ene
  4. D3-methylbutan-2-one

Answer: A

Protonation and loss of water from one OH gives the tertiary cation . A methyl group migrates from the carbinol carbon to the cationic carbon, giving the oxocarbenium ion . Loss of from OH gives .
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