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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ap271

The ether shown reacts with one equivalent of . By convention, a methyl alkyl ether is cleaved by attack of iodide at the methyl carbon. Choose all correct statements.

  1. AIodomethane is formed.
  2. BPropan-2-ol is formed.
  3. C2-Iodopropane is the main iodide formed.
  4. DExcess hot finally converts all the alkyl groups into iodides.

Answer: A, B, D

The ether is methyl isopropyl ether. Iodide attacks the methyl carbon of the protonated ether, giving and propan-2-ol (A, B), so 2-iodopropane is not the main iodide (C false). With excess the alcohol is converted to 2-iodopropane, so both groups end up as iodides (D).
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