Aniline undergoes reactions with reagents given in the order shown (i) Aqueous Br ₂ (ii) NaNO ₂ / HCl / 0^0 C (iii) Hypophosphorous acid What is the product formed at the end of these reactions?

Step-by-step solution

Aniline reacts with aqueous Br ₂ to form 2,4,6 -tribromoaniline as the major product due to the strong activating effect of the - NH ₂ group. The 2,4,6 -tribromoaniline then reacts with NaNO ₂ / HCl at 0^ C to undergo diazotization, forming the corresponding diazonium salt, 2,4,6 -tribromobenzenediazonium chloride. Finally, the reaction of the diazonium salt with hypophosphorous acid ( H ₃ PO ₂ ) and water results in the reduction of the diazonium group to a hydrogen atom, yielding 1,3,5 -tribromobenzene as the fin