JEE Advanced · ChemistryMedium

Which of the following compounds is most reactive towards nucleophilic aromatic substitution with ?

  1. A.
  2. B.
  3. C.
  4. D.
Show correct answer & step-by-step solution

Correct answer: D

Solution

  1. Nucleophilic aromatic substitution is facilitated by the presence of strong electron-withdrawing groups on the ring.
  2. These groups stabilize the negatively charged intermediate known as the Meisenheimer complex.
  3. The reactivity increases with the number of electron-withdrawing groups at ortho and para positions.
  4. has three nitro groups, providing the maximum stabilization.
  5. Hence the answer is (D).

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