Question:

Gabriel?s phthalimide synthesis can be used to prepare

Updated On: Jun 6, 2022
  • ethanamine
  • N-methylmethanamine
  • benzeneamine
  • N,N-dimethylmethanamine
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The Correct Option is A

Solution and Explanation

Only aliphatic primary $\left(1^{\circ}\right)$ amines (amines having the formula $R- NH _{2}$ where $R \neq C _{6} H _{5}$ ) are synthesised by Gabriel's phthalimide synthesis.

The structures of the given compounds are as follows.

(a) $C _{2} H _{5} NH _{2}$ ethanamine. $\left(1^{\circ}\right.$ amine)

(b) $CH_3NHCH_3 \,N$ -methylmethanamine ($2^{\circ}$amine)





Thus, only ethanamine can be obtained from Gabriel's phthalimide synthesis among the given compounds.
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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.