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COMEDK2023Morning ShiftChemistryAminesActual

Rank the following compounds in order of increasing basicity.

Options

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

Correct answer

B. 4 < 3 < 1 < 2

Step-by-step solution

Compound 1: Aniline ( C₆H₅NH₂ ) - lone pair on N delocalised into ring via resonance moderate basicity. Compound 2: Benzylamine ( C₆H₅CH₂NH₂ ) - NH₂ not directly attached to ring, no resonance with ring most basic among these. Compound 3: 2-Nitroaniline - -NO₂ at ortho position withdraws electrons by both inductive and resonance effects, plus steric hindrance prevents coplanarity reducing basicity further less basic than aniline. Compound 4: Benzamide ( C₆H₅CONH₂ ) - lone pair on N delocalised into C=O (amide reson

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