Which products are obtained when methoxy etha | vedclass

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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 $(I^-)$.For an u

Vedclass · Accepted Answer

$CH_{3}I$ and $C_{2}H_{5}OH$

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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 $(I^-)$.For an unsymmetrical ether like methoxy ethane $(CH_{3}-O-C_{2}H_{5})$,the reaction proceeds via an $S_{N}2$ mechanism.The iodide ion attacks the less sterically hindered alkyl group.Here,the methyl group $(CH_{3}-)$ is less hindered than the ethyl group $(C_{2}H_{5}-)$.Therefore,the reaction is: $CH_{3}-O-C_{2}H_{5} + HI \rightarrow CH_{3}I + C_{2}H_{5}OH$.The products obtained are iodomethane $(CH_{3}I)$ and ethanol $(C_{2}H_{5}OH)$.

Which products are obtained when methoxy ethane is heated with $HI$?

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