Question #13249

which compound is more basic and why, pyridine or pyrrole?

Expert's answer

Pyridine more basic than pyrrole, because pyrrole C4H4NH (in which N contributes a lone pair) has a pKa - 3.8, but pyridine (where N is part of the ring's double bond) has a pKa 5.14.
Electron pair availability indicates the strength of basicity. In this case, pyridine is the stronger base.

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