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JEE Main levelSingle correct optionDifficulty 2 of 3ap005

(3,3-dimethylbut-1-ene) is heated with dilute aqueous . The major alcohol formed is

  1. A3,3-dimethylbutan-2-ol
  2. B3,3-dimethylbutan-1-ol
  3. C2,3-dimethylbutan-2-ol
  4. D2,3-dimethylbutan-1-ol

Answer: C

Protonation gives the secondary cation , which rearranges by a methyl shift to the more stable tertiary cation . Water attacks this cation, giving 2,3-dimethylbutan-2-ol.
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More questions on Preparation of alcohols including from carbonyls and Grignard