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.

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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
3
E+ A
НА
+
2
H
pyrrole
major product
not observed
Using structures from your proposed mechanisms above, explain/illustrate/justify the preferential
formation of the 2-substituted product instead of the 3-substituted product.
Transcribed Image Text: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 3 E+ A НА + 2 H pyrrole major product not observed Using structures from your proposed mechanisms above, explain/illustrate/justify the preferential formation of the 2-substituted product instead of the 3-substituted product.
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