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JEE Advanced levelSingle correct optionDifficulty 3 of 3g1106

Arrange in decreasing order of reactivity towards nucleophilic addition of HCN: (I) 4-nitrobenzaldehyde, (II) benzaldehyde, (III) 4-methoxybenzaldehyde.

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

Answer: C

The -M effect of the nitro group increases the electrophilicity of the carbonyl carbon. The +M effect of at the para position decreases it by donating electron density through the ring to the carbonyl carbon. Benzaldehyde lies in between. The order is I > II > III.
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