Fundamentholfundamenthol

JEE Main 2025 Apr 3 Shift 2, Chemistry Q8: Preparation of Alkyl Halides (Halo Alkanes) & Aryl Halides (Halo Arenes)

JEE Main2025Apr 3, Shift 2Chemistry
Q.

In the following series of reactions identify the major products A & B respectively.

  1. A
  2. B
  3. C
  4. D
Solution

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).

Concept behind this question

Preparation of Alkyl Halides (Halo Alkanes) & Aryl Halides (Halo Arenes)Notes, formulas and examples →

More previous year questions on Preparation of Alkyl Halides (Halo Alkanes) & Aryl Halides (Halo Arenes)

Practice more Chemistry

Concept-wise practice with instant solutions on Fundamenthol.

Start practicing →