JEE Main · 2024 · 27 Jan 2024 · Shift 1 · Compounds Containing Nitrogen

Which of the following is strongest Bronsted base?

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

Answer: (D)

Solution

Pyrrolidine, an aliphatic secondary amine, is the strongest Brønsted base here: its nitrogen lone pair is localized and fully available for protonation. In aniline and diphenylamine the lone pair is delocalized into one or two benzene rings, reducing basicity, and in pyrrole the lone pair is part of the aromatic

6 π

system and is essentially unavailable, making pyrrole the weakest base of the set.

JEE Main · 2024 · 27 Jan 2024 · Shift 1 · Single correct option

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