Question:

The correct order of the increasing basicity of methyl amine, ammonia and aniline is

Updated On: Jul 7, 2022
  • methyl amine < aniline < ammonia
  • aniline < ammonia < methyl amine
  • aniline < methyl amine < ammonia
  • ammonia < aniline < methyl amine
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The Correct Option is B

Solution and Explanation

In aniline the lone pair on N is involved in delocalization with benzene ring and is not available for protonation. Methyl amine is a stronger base than ammonia because +I effect of methyl group increases electron density on N making it more basic than $ {NH_3}$. Cannot be protonated. least basic $ { $\underset{\text{ +I Effect increases basicity. }}{ { CH_2 -> - NH_2}}$ } $
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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.