Which of the following statements correctly compare the thermodynamic basicity of aliphatic and arom — Amines Chemistry Question
Question
Which of the following statements correctly compare the thermodynamic basicity of aliphatic and aromatic amines?
💡 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.