Which of the following would produce an alcoh | vedclass

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Question

(A) Primary aliphatic amines $(R-NH_2)$ react with nitrous acid ($HNO_2$,generated in situ from $NaNO_2 + HCl$) to form unstable aliphatic diazonium s

Vedclass · Accepted Answer

$CH_3-CH_2-CH_2-NH_2$

Vedclass · Answer

(A) Primary aliphatic amines $(R-NH_2)$ react with nitrous acid ($HNO_2$,generated in situ from $NaNO_2 + HCl$) to form unstable aliphatic diazonium salts,which decompose in the presence of water to yield alcohols $(R-OH)$,$N_2$ gas,and $HCl$.$R-NH_2 + NaNO_2 + HCl$ $\rightarrow [R-N_2^+Cl^-] + H_2O$ $\rightarrow R-OH + N_2 + HCl$Option $A$ is a primary aliphatic amine ($n$-propylamine),which will produce propan$-1-$ol.Secondary amines $(R_2NH)$ form $N$-nitrosoamines,and tertiary amines $(R_3N)$ form salts with nitrous acid,neither of which yields an alcohol under these conditions. Aniline $(C_6H_5-NH_2)$ forms a stable benzenediazonium chloride at low temperatures $(0-5 \ ^\circ C)$.

Which of the following would produce an alcohol on treatment with $NaNO_2$ and $HCl$ in the presence of water?

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