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Which of the following statements correctly compare the thermodynamic basicity of aliphatic and aromAmines Chemistry Question

Question

Which of the following statements correctly compare the thermodynamic basicity of aliphatic and aromatic amines?

Answer: A,B

💡 Solution & Explanation

Statement A is true; without water to dictate competitive solvation enthalpies, the pure +I effect dominates the order. Statement B is true; resonance delocalizes the lone pair, drastically reducing basicity compared to aliphatic systems. Statement C is utterly false; the anilinium ion lacks the unshared lone pair required for resonance with the ring, giving it fewer resonance structures than the neutral aniline base, heavily destabilizing the protonation state. Statement D is false; EWGs withdraw electron density via -I/-R, sharply lowering basicity.

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