MCQ
Isopropyl methyl ether when treated with cold hydrogen iodide gives
  • A
    isopropyl iodide and methyl iodide
  • isopropyl alcohol and methyl iodide
  • C
    isopropyl alcohol and methyl alcohol
  • D
    isopropyl iodide and methyl alcohol.

Answer

Correct option: B.
isopropyl alcohol and methyl iodide
(b) : In case of unsymmetrical ethers having two different alkyl groups, the alcohol and the alkyl halide formed, depend on the nature of the alkyl groups. If primary and secondary alkyl groups are present, the reaction occurs by $S _{ N } 2$ mechanism and because of steric hindrance, the halide ion attacks the smaller alkyl group and hence the alkyl halide is always formed from the smaller alkyl group.

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