JEE Main · 2022 · 29 Jul 2022 · Shift 1 · Compounds Containing Nitrogen

Which among the following is the strongest Bronsted base ?

(A)(see structure)
(B)(see structure)
(C)(see structure)
(D)(see structure)
✓ Correct

Answer: (D)

Solution

The strongest Brønsted base is the one that can most readily accept a proton. Option (D) shows quinuclidine, a bicyclic tertiary amine where the nitrogen lone pair is locked in a rigid structure that prevents nitrogen inversion. This makes the lone pair highly available for protonation, making it the strongest base among the given options. Options (A) and (B) are acyclic amines with more flexible structures, and option (C) is pyrrole where the nitrogen lone pair is delocalized into the aromatic ring, making it much less basic.

JEE Main · 2022 · 29 Jul 2022 · Shift 1 · Single correct option

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