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JEE Main levelSingle correct optionDifficulty 2 of 3nc212

The rates of coupling with the same phenoxide (alkaline medium) of three diazonium ions, 4-nitrobenzenediazonium (X), benzenediazonium (Y) and 4-methoxybenzenediazonium (Z), follow the order

  1. AX > Z > Y
  2. BY > X > Z
  3. CZ > Y > X
  4. DX > Y > Z

Answer: D

The electrophilicity of the diazonium ion rises with electron-withdrawing substituents (NO2) and falls with electron-donating ones (OCH3, through resonance with the N2+ group). So the order of coupling rate is 4-nitro > H > 4-methoxy.
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