GOC and Organic Chemistry BasicshardMCQ MULTIPLE

Which of the following statements rigorously evaluate the fundamental principles determining the basGOC and Organic Chemistry Basics Chemistry Question

Question

Which of the following statements rigorously evaluate the fundamental principles determining the basic strength of organic molecules?

Answer: A,B,D

💡 Solution & Explanation

Statement A is true; protonating the $=NH$ yields a highly symmetric, resonance-stabilized cation. Statement B is true; amide resonance ($-M$ of $C=O$) makes the lone pair unavailable. Statement C is false; higher s-character (33% in $sp^2$ pyridine vs 25% in $sp^3$ ethylamine) makes the nitrogen more electronegative, holding the lone pair tighter and rendering pyridine a WEAKER base than aliphatic amines. Statement D is true; electron-withdrawing groups strictly decrease basicity.

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