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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3o4016

Heated with concentrated , the major alkene from which of these alcohols is formed from a carbocation that has undergone a 1,2-shift?

  1. A3-methylbutan-2-ol
  2. B2-methylbutan-2-ol
  3. C3,3-dimethylbutan-2-ol
  4. D3-methylpentan-3-ol

Answer: A, C

3-Methylbutan-2-ol: secondary cation, hydride shift to tertiary. 3,3-Dimethylbutan-2-ol: secondary cation, methyl shift to tertiary. 2-Methylbutan-2-ol and 3-methylpentan-3-ol already give tertiary cations, so the major alkene forms directly with no shift.
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