Question:

What is the decreasing order of basicity of 1$^{\circ}$, 2$^{\circ}$ and 3$^{\circ}$ ethyl amines and ammonia?

Updated On: May 4, 2024
  • $NH_3 > C_2 H_5 NH_2 > (C_2 H_5)_2 NH > (C_2 H_5)_3 N$
  • $(C_2 H_5)_3 N > (C_2 H_5)_2 NH > C_2 H_5 NH_2 > NH_3$
  • $(C_2 H_5)_2 NH > C_2 H_5 NH_2 > (C_2 H_5)_3 N > NH_3$
  • $(C_2 H_5)_2 NH > (C_2 H_5)_3 N > C_2 H_5 NH_2 > NH_3$
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The Correct Option is D

Solution and Explanation

As the number of alkyl groups increases, the electron density on nitrogen atom also increases, so the basic character increases but 3$^{\circ}$
amines are less basic than 2$^{\circ}$ amines due to steric hindrance of 3$^{\circ}$ amines, so the correct order of basicity is $\hspace15mm$ Ammonia < 1 $^{\circ}$ < 3$^{\circ}$ < 2$^{\circ}$ $NH_3 < C_2 H_5 NH_2 < (C_2H_5)_3 N < (C_2 H_5)_2 NH$
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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.