Pyrrole is a π-excessive heteroaromatic molecule. (i) Explain, using resonance structures, the term -excessive heteroaromatic. (ii) Name the reactions typically undergone by aromatic molecules, and discuss how readily these occur for pyrrole. (iii) Pyrrole undergoes polymerisation under acidic conditions. Draw a reaction mechanism to explain this observation.

Pyrrole is a π-excessive heteroaromatic molecule. (i) Explain, using resonance structures, the term -excessive heteroaromatic. (ii) Name the reactions typically undergone by aromatic molecules, and discuss how readily these occur for pyrrole. (iii) Pyrrole undergoes polymerisation under acidic conditions. Draw a reaction mechanism to explain this observation.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter29: Organic Polymer Chemistry

Section: Chapter Questions

Problem 29.28P

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