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Question

(B) The reaction of an ether with $HBr$ involves the protonation of the ether oxygen atom by $H^+$,followed by the nucleophilic attack of $Br^-$ on th

Vedclass · Accepted Answer

$Ph-CH_2Br + CH_3-CH(OH)-CH_3$

Vedclass · Answer

(B) The reaction of an ether with $HBr$ involves the protonation of the ether oxygen atom by $H^+$,followed by the nucleophilic attack of $Br^-$ on the carbon atom.In the given ether,$Ph-CH_2-O-CH(CH_3)_2$,the benzyl group $(Ph-CH_2-)$ is attached to the oxygen. The carbocation formed at the benzylic position $(Ph-CH_2^+)$ is stabilized by resonance.Therefore,the $Br^-$ nucleophile attacks the benzylic carbon to form benzyl bromide $(Ph-CH_2Br)$,and the isopropyl group forms isopropyl alcohol $(CH_3-CH(OH)-CH_3)$.The reaction is: $Ph-CH_2-O-CH(CH_3)_2 + HBr \rightarrow Ph-CH_2Br + CH_3-CH(OH)-CH_3$.

The product of the reaction is $?$

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