NEET 2013 Chemistry question

Among the following ethers, which one will produce methyl alcohol on treatment with hot concentrated HI ?

(1)
(2)
(3)Correct
(4)

Answer: (3)

Solution

With hot concentrated HI the ether oxygen is first protonated, and the C-O bond then breaks. If one alkyl group is primary or secondary (and the other methyl), the iodide attacks the less hindered carbon by the path, so methyl iodide and the other alcohol are obtained. If one alkyl group is tertiary, the

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Question ID VK-091373