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Answer to Question #13249 in Organic Chemistry for Lois
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.
Electron pair availability indicates the strength of basicity. In this case, pyridine is the stronger base.
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