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BITSAT2009ChemistryGeneral Organic ChemistryActual

The one which is least basic is

Options

  1. ANH ₃
  2. BC ₆ H ₅ NH ₂
  3. C( C ₆ H ₅ )₃ ~N
  4. D( C ₆ H ₅ )₂ NH

Correct answer

C. ( C ₆ H ₅ )₃ ~N

Step-by-step solution

More the electron density on N , higher will be the basicity. Density on N is influenced by the (i) nature of the group (+I or -I) present in alkyl group or benzene nucleus and (ii) resonance (delocalisation of the electron present on N ). In ( C ₆ H ₅ )₃ ~N : electron pair is delocalised to the maximum extent due to three benzene rings and hence least available for protonation, thus it will be least basic)

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