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EEJ MAIN Chemistry QUESTION #5573
Question 1
Arrange the following cyclic amines in decreasing order of basicity: (I) Pyridine, (II) Pyrrole, (III) Piperidine
  • I > II > III
  • III > I > II✔️
  • III > II > I
  • I > III > II
Correct Answer Explanation
Piperidine (III) is a saturated cyclic amine (sp³ N, lone pair fully available) → most basic. Pyridine (I) has sp² N but lone pair not involved in aromaticity → moderately basic. Pyrrole (II) has sp² N whose lone pair is part of the aromatic $\pi$ system (6 $\pi$ electrons) → least basic. Order: III > I > II.