JEE Main 2025 Apr 3 Shift 2, Chemistry Q8: Preparation of Alkyl Halides (Halo Alkanes) & Aryl Halides (Halo Arenes)
In the following series of reactions identify the major products A & B respectively.

- A

- B

- C

- D


Both reactions are electrophilic aromatic substitutions on a bromobenzene framework, and Br is an ortho/para-director that is sterically modest.
Step 1 (sulfonation): SO/HSO delivers SOH predominantly para to the bulky electrophile and the existing Br, because the para position is sterically least hindered. Hence A is para-bromobenzenesulfonic acid.
Step 2 (bromination): In A, Br directs ortho/para and is weakly deactivating, while SOH is strongly deactivating and meta-directing. The positions ortho to Br are also meta to SOH, so both directing effects reinforce the same set of positions. The incoming Br/Fe places the new Br ortho to the existing Br (and meta to SOH).
A is para-bromobenzenesulfonic acid and B is the trisubstituted ring with two Br ortho to one another and SOH para to one of them, matching option (2).
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