Question:

Which of the following will be most stable diazonium salt $(R\, N^{+}_{2}\,X^{-})$ ?

Updated On: May 20, 2024
  • $CH_3 N_2^+X^-$
  • $C_6H_5 N_2^+X^-$
  • $CH_3 CH_2 N_2^+X^-$
  • $C_6H_5 CH_2 N_2^+X^-$
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The Correct Option is B

Solution and Explanation

Diazonium salt containing aryl group directly linked to the nitrogen atom is most stable due to resonance stabilisation between the benzene nucleus and N-atom. Diazonium ion act as a electrophile. [Resonance structure of benzene diazonium ion]
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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.