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JEE Main levelSingle correct optionDifficulty 2 of 3o2127

Aniline does not undergo Friedel-Crafts alkylation or acylation because

  1. A is a meta director
  2. Baniline is insoluble in all organic solvents
  3. Cthe lone pair on nitrogen forms a complex with , converting into a strongly deactivating group
  4. Daniline is less reactive than benzene due to the -I effect of alone

Answer: C

The basic nitrogen acts as a Lewis base towards and gives a positively charged type substituent. This group is strongly electron-withdrawing and deactivates the ring, so Friedel-Crafts reactions fail. Aniline itself is a strongly activated ring and an o/p director.
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