Chemistry - AMINES Question with Solution | TestHub

Ethane undergoes free radical halogenation with chlorine in the presence of UV light to form ethyl chloride (X).

${\text{C}}_2{\text{H}}_6+{\text{Cl}}_2\stackrel{\text{UV light}}{\to }{\text{C}}_2{\text{H}}_5\text{Cl}(X)$

Ethyl chloride reacts with ammonia via nucleophilic substitution to form ethylamine (Y).

${\text{C}}_2{\text{H}}_5\text{Cl}+{\text{NH}}_3\to {\text{C}}_2{\text{H}}_5{\text{NH}}_2(Y)$

Ethylamine, being a primary aliphatic amine, reacts with nitrous acid (${\text{NaNO}}_2+\text{HCl}$) to form an unstable aliphatic diazonium salt, which decomposes to yield a carbocation. The carbocation reacts with water to form ethanol (Z).

${\text{C}}_2{\text{H}}_5{\text{NH}}_2\stackrel{{\text{NaNO}}_2/\text{HCl}}{\to }[{\text{C}}_2{\text{H}}_5{\text{N}}_2^{+}{\text{Cl}}^{-}]\stackrel{{\text{H}}_2\text{O}}{\to }{\text{C}}_2{\text{H}}_5\text{OH}(Z)+{\text{N}}_2+\text{HCl}$

Thus, the major product Z is ${\text{C}}_2{\text{H}}_5\text{OH}$.

Answer: ${\text{C}}_2{\text{H}}_5\text{OH}$