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JEE Advanced2020ChemistryAminesActual

Consider the following four compounds I, II, III, and IV. Choose the correct statement(s).

Options

  1. AThe order of basicity is II > I > III > IV .
  2. BThe magnitude of pK b difference between I and II is more than that between III and IV .
  3. CResonance effect is more in III than in IV .
  4. DSteric effect makes compound IV more basic than III .

Correct answer

C. Resonance effect is more in III than in IV .

Step-by-step solution

The correct basic strength order is (A) K b : IV > II > ∣ > III ; IV is strongest base due to SIR effect. III is weakest base due to - M group of three nitro groups present at Ortho and Para positions. Il is stronger than I since III is tertiary and I primary aromatic amine. (B) IV is found to be 40 , 000 times more basic than III . While I and II differ very little in basic strength. (C,D) Due to SIR effect in IV both - NO 2 and - N CH 3 2 will be out of plane hence resonance effect is more in II

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