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NEET 2018 · ChemistryPrevious Year Question

The compound undergoes the following reactions: The product C is:

Answer: (C) (C) m-bromotoluene. is toluene.

  1. A.(A) 3-bromo-2,4,6-trichlorotoluene
  2. B.(B) o-bromotoluene
  3. C.(C) m-bromotoluene✓
  4. D.(D) p-bromotoluene

Correct Answer

(C) (C) m-bromotoluene

Solution & Explanation

is toluene. With (no catalyst, light) it undergoes side-chain chlorination to (A). The group is strongly electron-withdrawing and meta-directing, so brominates the ring meta to it, giving (B). then reduces back to , giving m-bromotoluene (C).

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