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JEE Main levelSingle correct optionDifficulty 2 of 3o1179

Amides are the least reactive carboxylic acid derivatives towards nucleophilic acyl substitution because

  1. Athe group is too bulky to allow attack
  2. Bamides have no carbonyl group
  3. Cnitrogen is more electronegative than chlorine, making less polar
  4. Dthe nitrogen lone pair is strongly delocalised into and is a very poor leaving group

Answer: D

The resonance makes the carbonyl carbon much less electrophilic, and the leaving group (conjugate acid , pKa about 38) is extremely basic. The other statements are false (the group is small and the carbonyl group is present).
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