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COMEDK · Chemistry · 29. Amines

Aniline undergoes reactions with reagents given in the order shown
(i) Aqueous \(\mathrm{Br}_2\)
(ii) \(\mathrm{NaNO}_2 / \mathrm{HCl} / 0^0 \mathrm{C}\)
(iii) Hypophosphorous acid
What is the product formed at the end of these reactions?

  1. A 4 -Bromoaniline
  2. B 2-Bromoaniline
  3. C \(2,4,6\) - Tribromophenol.
  4. D \(1,3,5\) - Tribromobenzene
Verified Solution

Answer & Solution

Correct Answer

(D) \(1,3,5\) - Tribromobenzene

Step-by-step Solution

Detailed explanation

Aniline reacts with aqueous \(\text{Br}_2\) to form \(2,4,6\)-tribromoaniline as the major product due to the strong activating effect of the \(-\text{NH}_2\) group. The \(2,4,6\)-tribromoaniline then reacts with \(\text{NaNO}_2 / \text{HCl}\) at \(0^{\circ}\text{C}\) to undergo…