Ph-O-CH_2-Ph xrightarrow{HI/Delta} product | vedclass

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(D) The reaction of an ether with $HI$ involves the protonation of the ether oxygen atom to form an oxonium ion. In the case of $Ph-O-CH_2-Ph$,the cle

Vedclass · Accepted Answer

$Ph-OH + Ph-CH_2-I$

Vedclass · Answer

(D) The reaction of an ether with $HI$ involves the protonation of the ether oxygen atom to form an oxonium ion. In the case of $Ph-O-CH_2-Ph$,the cleavage occurs such that the more stable carbocation is formed. The $Ph-CH_2^+$ (benzyl carbocation) is stabilized by resonance,whereas the $Ph^+$ (phenyl carbocation) is highly unstable. Therefore,the $I^-$ ion attacks the $CH_2$ group of the benzyl moiety,leading to the formation of $Ph-OH$ and $Ph-CH_2-I$.

$Ph-O-CH_2-Ph$ $\xrightarrow{HI/\Delta}$ product

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