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JEE Advanced levelSingle correct optionDifficulty 3 of 3o2045

Assertion (A): Acid-catalysed hydration of 3,3-dimethylbut-1-ene gives mainly 3,3-dimethylbutan-2-ol. Reason (R): The initially formed secondary carbocation can undergo a 1,2-methyl shift to a tertiary carbocation.

  1. ABoth A and R are true and R is the correct explanation of A
  2. BBoth A and R are true but R is not the correct explanation of A
  3. CA is true but R is false
  4. DA is false but R is true

Answer: D

R is true: the cation does undergo a methyl shift to the tertiary cation. Because of this the main alcohol is the rearranged 2,3-dimethylbutan-2-ol, so A is false.
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