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NEET CHEMISTRYMedium

Aniline when diazotized in cold and then treated with dimethyl aniline gives a coloured product. Its structure would be:

A

Option 1 (Structure Missing)

B

p-(N,N-dimethylamino)azobenzene

C

Option 3 (Structure Missing)

D

Option 4 (Structure Missing)

Step-by-Step Solution

The reaction proceeds in two main steps:

  1. Diazotisation: Aniline (a primary aromatic amine) reacts with cold nitrous acid (prepared in situ from NaNO2NaNO_2 and HClHCl at 273-278 K) to form benzenediazonium chloride.
  2. Coupling Reaction: The benzenediazonium cation is a weak electrophile. It undergoes electrophilic aromatic substitution with the highly activated N,N-dimethylaniline ring. Due to steric hindrance caused by the bulky dimethylamino group (N(CH3)2-N(CH_3)_2), the coupling predominantly occurs at the para-position of the N,N-dimethylaniline ring.

The resulting coloured product is a yellow azo dye named p-(N,N-dimethylamino)azobenzene. Its chemical structure is C6H5N=NC6H4N(CH3)2C_6H_5-N=N-C_6H_4-N(CH_3)_2.

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