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 caustiv potash gave `(C)` which on reduction gave isopropylmethylamine. Predict the structure of (A).
A.
B. `CH_3CH_2-NH-CH_3`
C.
D. `CH_3CH_2CH_2-NH_2`

Answer 1

Correct Answer - A

`C_2H_N(A)overset(HNO_2)to`alcohol`+N_2(g)A1^@`amine i.e., `C_3H_9N` is `C_3H_7NH_2`
further since `1^@` aliphatic amine (A) on warming with `CHCl_3` and caustic potash gave compound (C) which on reduction gave isopropylmethylamine, therefore, `1^@` amine (A) must be isopropylamine.