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JEE Main levelSingle correct optionDifficulty 2 of 3hx100

For the SNAr reaction of 1-X-2,4-dinitrobenzene with sodium methoxide in methanol under identical conditions, the most reactive compound is the one with X

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

Answer: D

In the addition-elimination mechanism the slow step is the attack of the nucleophile to form the Meisenheimer complex, not the loss of . The strongly electronegative fluorine makes the ipso carbon most electron-poor and stabilises the anionic intermediate, so the order is (the element effect).
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