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JEE Main levelSingle correct optionDifficulty 2 of 3ap134

Isopropyl methyl ether (2-methoxypropane) is heated with one equivalent of . The products are

  1. Aiodomethane and propan-2-ol
  2. Biodomethane and 2-iodopropane
  3. C2-iodopropane and methanol
  4. Dpropene and methanol

Answer: A

Both carbons attached to oxygen are primary/secondary, so the mechanism is SN2 and iodide attacks the less hindered methyl carbon of the protonated ether. This gives and propan-2-ol.
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