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ExamsJEE MainChemistry

The final major product of the following reaction is : A benzene ring bearing Me and NH2 substituents (Me and NH2 are meta to each other) is treated with (i) Ac2O/Pyridine (ii) Br2, FeCl3 (iii) OH-/Δ.

  1. A benzene ring bearing Me at the upper-left position, Br at the top position, and NH2 at the bottom position.
  2. A benzene ring bearing Me at the upper-left position, NH2 at the bottom position, and Br at the lower-right position.
  3. A benzene ring bearing Me at the upper-left position, Br at the lower-left position, and NH2 at the bottom position.
  4. A benzene ring bearing Me at the upper-left position, Br at the upper-right position, and NH2 at the bottom position.

Correct answer: A benzene ring bearing Me at the upper-left position, Br at the top position, and NH2 at the bottom position.

Solution

The correct option reflects the regioselectivity of electrophilic aromatic substitution reactions, where the amino group directs substitution to the ortho and para positions, while the methyl group is a weakly activating group. In this case, the bromination occurs at the top position, resulting in the final product with the specified substituents in the correct positions.

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