42.2k views
1 vote
Which is a stronger nucleophile in an Sn2 raction, pyridine or pyrole?

User Witson
by
7.3k points

1 Answer

2 votes

Answer:

Pyridine

Step-by-step 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 .

User Dancavallaro
by
8.2k points