JEE Main · 2024 · 04 Apr 2024 · Shift 2 · Haloalkanes and Haloarenes

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Find out the major product formed from the following reaction. [ ]
  1. (A)(see structure)
  2. (B)(see structure)
    ✓ Correct
  3. (C)(see structure)
  4. (D)(see structure)

Answer: (B)

Solution

Both bromine atoms on the ring are successively displaced by the amine nucleophile through an addition–elimination (aromatic nucleophilic substitution) pathway. Because the reaction proceeds through a common planar intermediate at each step, the identity of the final di-substituted product does not depend on whether the starting material was the cis or the trans isomer — the same major product, option (2), is obtained from either.

JEE Main · 2024 · 04 Apr 2024 · Shift 2 · Single correct option

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