Methoxybenzene on treatment with HI produces | vedclass

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Question

(B) Methoxybenzene (anisole) on treatment with $HI$ produces phenol and methyl iodide. This reaction occurs because the $C_{aryl}-O$ bond is stronger

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phenol and methyl iodide

Vedclass · Answer

(B) Methoxybenzene (anisole) on treatment with $HI$ produces phenol and methyl iodide. This reaction occurs because the $C_{aryl}-O$ bond is stronger than the $C_{alkyl}-O$ bond. The carbon of the phenyl group is $sp^{2}$-hybridised, which gives the $C_{aryl}-O$ bond a partial double bond character, making it resistant to cleavage. Consequently, the nucleophilic iodide ion attacks the less sterically hindered methyl group, resulting in the formation of phenol and methyl iodide $(CH_3I)$.

Methoxybenzene on treatment with $HI$ produces

Similar Questions

What are $A$ and $B$ respectively in the following reaction?
$(CH_3)_3C-OCH_3 + HI \rightarrow A + B$

Assertion: Ethyl phenyl ether on reaction with $HBr$ forms phenol and ethyl bromide.
Reason: Cleavage of $C-O$ bond takes place at the ethyl-oxygen bond due to the more stable phenyl-oxygen bond.

The value of $n$ in the given reaction is:

Give the major products that are formed by heating each of the following ethers with $HI$.
$(i)$ $CH_3-CH_2-CH(CH_3)-CH_2-O-CH_2-CH_3$
$(ii)$ $CH_3-CH_2-CH_2-O-C(CH_3)_2-CH_2-CH_3$
$(iii)$ $C_6H_5-CH_2-O-C_6H_5$

Which of the following methods is used to prepare ethoxyethane by Williamson synthesis?

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