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JEE Main levelSingle correct optionDifficulty 2 of 3ap177

3-Methylbut-1-ene is hydrated with dilute (acid-catalysed hydration). The major alcohol is

  1. A3-methylbutan-2-ol
  2. B3-methylbutan-1-ol
  3. C2-methylbutan-2-ol
  4. D2-methylbutan-1-ol

Answer: C

Protonation gives the secondary cation at C-2, which undergoes a 1,2-hydride shift from C-3 to give the more stable tertiary cation. Water capture at C-3 (the carbon bearing the methyls) gives , 2-methylbutan-2-ol.
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More questions on Preparation of alcohols including from carbonyls and Grignard