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COMEDK2023ChemistryGeneral Organic Chemistry

Rank the following compounds in order of increasing basicity.

Options

  1. A4 < 2 < 1 < 3
  2. B4 < 1 < 3 < 2
  3. C4 < 3 < 1 < 2
  4. D2 < 1 < 3 < 4

Correct answer

C. 4 < 3 < 1 < 2

Step-by-step solution

As, EDG on benzene increase the basicity and EWG decrease thus when (EWG) is directly attached to benzene nucleus it is, least basic strength. (1) aromatic amine (2) aliphatic - CH ₂ NH ₂ , thus maximum basic strength (3) aromatic but - NO ₂ group is (EWG) decreasing electron density at N -atom (4) 4 < 3 < 1 < 2

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