JEE Main · 2019 · 12 Apr 2019 · Shift 2 · Compounds Containing Nitrogen

Benzene diazonium chloride on reaction with aniline in the presence of dilute hydrochloric acid gives :

(A)(see structure)
(B)(see structure)
✓ Correct
(C)(see structure)
(D)(see structure)

Answer: (B)

Solution

Benzene diazonium chloride is a weak electrophile, and aniline is an activated aromatic that couples readily at its para position. In dilute acid the coupling goes through at the position para to the amino group, joining the two rings with an

- N = N -

azo bridge. The product is p-aminoazobenzene,

C X_{6} H X_{5} - N = N - C X_{6} H X_{4} - NH X_{2}

(para).

JEE Main · 2019 · 12 Apr 2019 · Shift 2 · Single correct option

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