Which is a stronger nucleophile in an Sn2 raction, pyridine or pyrole?

Pyridine

Explanation:

Pyridine is a stronger nucleophile than pyrole,

Since, both have a lone pair of electron on its nitrogen atom, and both the structure are aromatic in nature.

But, in case of pyrole, the lone pair on nitrogen participates in the delocalization and makes the ring aromatic in nature. hence the lone pair losses its nuleophilic character.

But, in case of pyridine, the lone are free to act as a nucleophile, since they are not involved in the delocalization of the ring.