Question

An organic compound $(C_3H_9N)$ $(A)$, when treated with nitrous acid, gave an alcohol and $N_2$ gas was evolved. $(A)$ on warming with $CHCl_3$ and caustic potash gave $(C)$ which on reduction gave isopropylmethyl amine. Predict the structure of $(A)$.

• A.
• B. $CH_3CH_2??H??H_3$
• C.
• D. $CH_3CH_2CH_2-NH_2$

Answer 1

Answer: (A)

Answer 2

As $(A)$ gives alcohol on treatment with nitrous acid thus, it should be primary amine. $C_3H_9N$ has two possible structures with $-NH_2$ group. undefinedundefined As it gives isopropylmethyl amine thus it should be isopropyl amine not n-propyl amine.