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 $(A)$.

Updated On: Jul 12, 2022
  • $CH_3CH_2??H??H_3$
  • $CH_3CH_2CH_2-NH_2$
Hide Solution
collegedunia
Verified By Collegedunia

The Correct Option is A

Solution and Explanation

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.
undefined
undefined
As it gives isopropylmethyl amine thus it should be isopropyl amine not n-propyl amine.
Was this answer helpful?
0
0

Concepts Used:

Amines

Amine is a type of compound which is derived from ammonia (NH3). According to Organic chemistry, they are basically classified as the functional groups of the organic nitrogen compounds that contain nitrogen atoms with a lone pair.

Amine - Types

Primary Amines:

It is formed when one hydrogen atom in ammonia is substituted by an alkyl or aromatic group. Amino acids and methyl amine are the best examples that why aromatic amines include aniline.

Secondary Amines:

Amines that have two organic substitutes either alkyl or aryl ones or both and are bound to the nitrogen together with one hydrogen are termed as secondary amines. For Example, Dimethylamine.

Tertiary Amines:

Tertiary Amines are the amines where the nitrogen consists of three organic substitutes. For example, Trimethylamine and EDTA.