Identify Y in the following reaction sequence | vedclass

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Question

(B) The given reaction is a two-step process: $1$. The first step uses $KOBr(aq)$,which is the reagent for the Hofmann bromamide degradation reaction.

Vedclass · Accepted Answer

$CH_3-CH(CH_3)-CH_2OH$

Vedclass · Answer

(B) The given reaction is a two-step process: $1$. The first step uses $KOBr(aq)$,which is the reagent for the Hofmann bromamide degradation reaction. This converts an amide $(R-CONH_2)$ into a primary amine $(R-NH_2)$ with one carbon atom less. $CH_3-CH(CH_3)-CH_2-CONH_2 \xrightarrow{KOBr} CH_3-CH(CH_3)-CH_2-NH_2$ (This is $X$,isobutylamine). $2$. The second step involves the reaction of a primary aliphatic amine with nitrous acid $(NaNO_2/HCl)$,which forms an unstable diazonium salt that decomposes to form a carbocation,eventually leading to the formation of an alcohol. $CH_3-CH(CH_3)-CH_2-NH_2$ $\xrightarrow{NaNO_2/HCl} [CH_3-CH(CH_3)-CH_2-N_2^+]$ $\rightarrow CH_3-CH(CH_3)-CH_2^+$ $\rightarrow CH_3-CH(CH_3)-CH_2OH$ (This is $Y$,isobutyl alcohol). Thus,the correct option is $B$.

Identify $Y$ in the following reaction sequence:
$CH_3-CH(CH_3)-CH_2-CONH_2$ $\xrightarrow{KOBr(aq)} X$ $\xrightarrow{NaNO_2/HCl(aq)} Y$

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Identify $Y$ in the following reaction sequence: $CH_3-CH(CH_3)-CH_2-CONH_2$ $\xrightarrow{KOBr(aq)} X$ $\xrightarrow{NaNO_2/HCl(aq)} Y$