Question

Compare the basicity of pyrrole pyridine and piperidine

Answer 1

Increasing Order of basicity of pyrrole, pyridine and piperidine is:

pyrrole < pyridine < piperidine.

The structure of all three can be seen in the image attached.

pyrrole is least basic as lone pair is not free for donation as it it is in resonance while in pyridine it is not in resonance and free for donation , and piperidine is most basic as lone pair is in sp³ hybrid orbital while in pyridine it is in sp² hybrid orbital , and greater the s-character , more strongly it will be bonded and less available for donation.