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JEE Advanced levelSingle correct optionDifficulty 3 of 3g1258

The cation shown undergoes a single 1,2-shift to give a more stable cation. Which structure is formed?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: A

The cation shown is a secondary cation, the 3-methylbut-2-yl cation. A 1,2-hydride shift from the adjacent CH moves the charge to that carbon, giving the tertiary 2-methylbut-2-yl cation. The other structures are primary cations or cannot form by a single shift.
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