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: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter13: Substitution

Section: Chapter Questions

Problem 4E

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