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(B) The reaction of an ether with $HI$ involves the protonation of the ether oxygen followed by nucleophilic attack by the iodide ion $(I^-)$.In the g

Vedclass · Accepted Answer

$(II) \ C_6H_5OH + C_6H_5CH_2I$

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(B) The reaction of an ether with $HI$ involves the protonation of the ether oxygen followed by nucleophilic attack by the iodide ion $(I^-)$.In the given ether,$C_6H_5-O-CH_2-C_6H_5$ (benzyl phenyl ether),the bond between the oxygen and the benzyl carbon $(CH_2-C_6H_5)$ is weaker than the bond between the oxygen and the phenyl carbon $(C_6H_5-O)$ because the benzyl carbocation is resonance-stabilized.Upon protonation,the $I^-$ ion attacks the more electrophilic benzyl carbon via an $S_N1$ or $S_N2$ mechanism (favored by the stability of the benzyl carbocation intermediate),leading to the formation of phenol $(C_6H_5OH)$ and benzyl iodide $(C_6H_5CH_2I)$.Thus,the major products are phenol and benzyl iodide,which corresponds to option $(II)$.

What are the major products from the following reaction?
$C_6H_5-O-CH_2-C_6H_5 \xrightarrow{HI, \text{heat}} ?$

Similar Questions

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What are the major products from the following reaction?$C_6H_5-O-CH_2-C_6H_5 \xrightarrow{HI, \text{heat}} ?$