Why is pyrrole much less basic than pyridine? A)The lone pair of electrons in pyrrole is located on an sp² orbital. B)The lone pair of electrons in pyrrole is part of the aromatic p system. C)The lone pair of electrons in pyrrole is not part of the aromatic p system. D)The pK_a of the conjugate acid of pyrrole is much greater than the conjugate acid of pyridine.

Question

Quizplus · Accepted Answer

The lone pair of electrons in pyrrole is part of the aromatic π system, which contributes to its aromatic stability. Donating this lone pair to a proton would disrupt the aromaticity, making pyrrole much less basic than pyridine, where the lone pair is not involved in the aromatic system and is more available for protonation.

Why Is Pyrrole Much Less Basic Than Pyridine