JEE Main · 2022 · 24 Jun 2022 · Shift 2 · Compounds Containing Nitrogen

The conversion of propan-1-ol to n-butylamine involves the sequential addition of reagents. The correct sequential order of reagents is.

(A)(i) $SOCl_{2}$
(ii) KCN
(iii) $H_{2} / Ni, Na (Hg) / C_{2} H_{5} OH$ ✓ Correct
(B)(i) HCl
(ii) $H_{2} / Ni, Na (Hg) / C_{2} H_{5} OH$
(C)(i) $SOCl_{2}$
(ii) KCN
(iii) $CH_{3} NH_{2}$
(D)(i) HCl
(ii) $CH_{3} NH_{2}$

Answer: (A)

Solution

Propan-1-ol is first converted to 1-chloropropane using

SOCl_{2}

. Then KCN substitutes the chloride to give butanenitrile (chain extended by one carbon). Finally, reduction with

H_{2} / Ni

Na (Hg) / C_{2} H_{5} OH

(Mendius reduction) converts the nitrile to n-butylamine.

JEE Main · 2022 · 24 Jun 2022 · Shift 2 · Single correct option