JEE Main levelSingle correct optionDifficulty 2 of 3ap134
Isopropyl methyl ether (2-methoxypropane) is heated with one equivalent of HI. The products are
Aiodomethane and propan-2-ol
Biodomethane and 2-iodopropane
C2-iodopropane and methanol
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 CHX3I and propan-2-ol.