Question:

Canonical structures of anilinium ion obtained by accepting a proton are given below. Choose the correct statements.

Updated On: Jul 6, 2022
  • Anilinium ion has two stable canonical structures I and III
  • II is not an acceptable structure because carbonium ion is less stable
  • Only I and III are acceptable aromatic canonical structures since II is non-aromatic
  • Anilinium ion has three stable canonical structures I, II and III
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The Correct Option is A

Solution and Explanation

II is not an acceptable canonical structure because nitrogen has $10$ valence electrons in the structure. Anilinium ion exists in two canonical structures only which are I and III.
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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.