20. In the electrophilic aromatic substitution (EAS) of pyrrole, the preferred position of attack of an electrophile (E') occurs at carbon "2" over carbon "3. Provide curved arrow mechanisms that account for the formation of both products. Be sure to show all resonance forms of the intermediate(s). E E* A НА pyrrole major product not observed Using structures from your proposed mechanisms above, explain/illustrateljustify the preferential formation of the 2-substituted product instead of the 3-substituted product.

20. In the electrophilic aromatic substitution (EAS) of pyrrole, the preferred position of attack of an electrophile (E') occurs at carbon "2" over carbon "3. Provide curved arrow mechanisms that account for the formation of both products. Be sure to show all resonance forms of the intermediate(s). E E* A НА pyrrole major product not observed Using structures from your proposed mechanisms above, explain/illustrateljustify the preferential formation of the 2-substituted product instead of the 3-substituted product.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 30MP: The carbocation electrophile in a Friede1-Crafts reaction can be generated by an alternate means...

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