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JEE Main levelSingle correct optionDifficulty 2 of 3o3190

1,4-Dimethoxybenzene is heated with excess concentrated HI. The products are

A1,4-diiodobenzene and $2 CH X_{3} OH$
Bbenzene-1,4-diol and $2 CH X_{3} I$
C4-iodophenol and $2 CH X_{3} OH$
D4-methoxyphenol and $CH X_{3} I$ only, even with excess HI

Answer: B

Each aryl methyl ether unit is cleaved at the

O - CH X_{3}

bond by SN2 attack of iodide on methyl. This happens twice because HI is in excess, giving two

CH X_{3} I

and the diphenol. The aryl-oxygen bonds are never broken, so no iodoarene forms.

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