Solution Found!
(a) Explain how pyrrole is isoelectronic with the
Chapter 10, Problem 16P(choose chapter or problem)
Problem 16P
(a) Explain how pyrrole is isoelectronic with the cyclopentadienyl anion.
(b) Specifically, what is the difference between the cyclopentadienyl anion and pyrrole?
(c) Draw resonance forms to show the charge distribution on the pyrrole structure.
Questions & Answers
QUESTION:
Problem 16P
(a) Explain how pyrrole is isoelectronic with the cyclopentadienyl anion.
(b) Specifically, what is the difference between the cyclopentadienyl anion and pyrrole?
(c) Draw resonance forms to show the charge distribution on the pyrrole structure.
ANSWER:
Solution 16P
(a) The pyrrole is an aromatic five-membered heterocyclic, with one nitrogen atom and two double bonds. Although it may seem that pyrrole has only four pi electrons, the nitrogen atom has alone pair of electrons.
The cyclopentadienyl anion is an aromatic five-membered ring, with two double bonds and negative charged of lone pair of electrons. So, it is also contain 6 pi electron. So, it is isoelectronic with cyclopentadienyl anion.