Question

What is the product $B$ in the following reaction sequence
$C{H}_3-\stackrel{\underset{||}{O}}{C}-C{H}_3\stackrel{KCN/H_{2}S{O}_4}{\to }A\stackrel{LiAl{H}_4}{\to }B$ ?

• A.
• B.
• C.
• D. $C{H}_3-\underset{\stackrel{|}{C}{H}_3}{C}H-CN$

Answer 1

Answer: (C)

When acetone reacts with $KCN/H_{2}S{O}_4$, then addition of HCN takes place and acetone cyanohydrin $(A)$ is formed. On the reduction of compound $(A)$ by $LiAl{H}_4,-CN$ group is reduced into $-C{H}_{2}N{H}_2$ (primary amine) group.
Isocyanide gives secondary amine on reduction. $RNC\underset{or{H}_2,Ni}{\overset{LiAl{H}_4}{\to }}\underset{\text{ secondary amine }}{R-NH-C{H}_3}$