NEET 2017 Chemistry question

The heating of phenyl-methyl ethers with HI produces.

(1)Ethyl chlorides
(2)Iodobenzene
(3)PhenolCorrect
(4)Benzene

Answer: (3)

Solution

Ethers are cleaved by HI. In an alkyl aryl ether such as phenyl methyl ether (anisole) the bond that breaks is the bond, because the bond is stronger (the lone pair on oxygen is in conjugation with the ring, giving it partial double-bond character; also, iodide

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Question ID VK-092097