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JEE Main levelSingle correct optionDifficulty 2 of 3ap208

Methyl isopropyl ether, , is treated with one equivalent of and warmed. The products are

  1. A and methanol
  2. B and
  3. Cpropene and methanol
  4. D and propan-2-ol

Answer: D

With primary or secondary alkyl groups the cleavage is SN2: iodide attacks the less hindered carbon of the protonated ether, here the methyl group. The products are and .
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