In the reaction CH_3-CH(CH_3)-CH_2-O-CH_2-CH_ | vedclass

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(A) The reaction of an unsymmetrical ether with $HI$ follows the $S_N2$ mechanism when both alkyl groups are primary. In the $S_N2$ mechanism,the nucl

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$CH_3-CH(CH_3)-CH_2OH + CH_3-CH_2-I$

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(A) The reaction of an unsymmetrical ether with $HI$ follows the $S_N2$ mechanism when both alkyl groups are primary. In the $S_N2$ mechanism,the nucleophile (halide ion,$I^-$) attacks the less sterically hindered carbon atom. In the given ether,$CH_3-CH(CH_3)-CH_2-O-CH_2-CH_3$,the ethyl group $(-CH_2-CH_3)$ is less sterically hindered than the isobutyl group $(-CH_2-CH(CH_3)_2)$. Therefore,the $I^-$ ion attacks the ethyl group to form ethyl iodide $(CH_3-CH_2-I)$,and the isobutyl group forms isobutyl alcohol $(CH_3-CH(CH_3)-CH_2OH)$. The reaction is: $CH_3-CH(CH_3)-CH_2-O-CH_2-CH_3 + HI \rightarrow CH_3-CH(CH_3)-CH_2OH + CH_3-CH_2-I$.

In the reaction $CH_3-CH(CH_3)-CH_2-O-CH_2-CH_3 + HI \xrightarrow{\text{Heated}} \dots$,which of the following compounds will be formed?

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