Question:

Which of the following is the strongest base in aqueous solution ?

Updated On: Jul 2, 2022
  • Methylamine
  • Trimethylamine
  • Aniline
  • Dimethylamine
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The Correct Option is D

Solution and Explanation

Note : Aromatic amines are less basic than aliphatic amines. Among aliphatic amines the order of basicity is $2^{\circ} > 1^{\circ} > 3^{\circ}$. The electron density is decreased in 3? amine due to crowding of alkyl group over N atom which makes the approach and bonding by a proton relatively difficult. Therefore the basicity decreases. Further Phenyl group show - I effect, thus decreases the electron density on nitrogen atom and hence the basicity. $\therefore $ Dimethylamine ($2^{\circ}$ aliphatic amine) is strongest base among given choices. $\therefore$ The correct order of basic strength is Dimethylamine > Methyl amine > Trimethyl amine > Aniline.PRACT
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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.