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Anisole on cleavage with HI gives

1. I + CH3OH
2. OH + C2H5I
3. I + C2H5OH
4. OH + CH3I

Correct answer: OH + CH3I

Solution

Anisole (C6H5OCH3) undergoes cleavage with HI to form phenol (C6H5OH) and methyl iodide (CH3I). The methyl group is cleaved as CH3I due to the nucleophilic attack of I⁻ on the methyl group.

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