1. Explain why the protonation of pyrrole occurs at C2 to form A, rather than the N atom to form B 2. Explain why compound A is more acidic than C, the conjugate acid of pyridine. N-H H H N-H Pyrrole pKa=0.4 pKa=5.3 A B C H

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter20: Carboxylic Acids And Nitriles
Section20.SE: Something Extra
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1. Explain why the protonation of pyrrole occurs at C2 to form A, rather than the N atom to form B
2. Explain why compound A is more acidic than C, the conjugate acid of pyridine.
:N-H
H
H
H
-H
Pyrrole
pKa=0.4
pKa=5.3
A
B
C
H
Transcribed Image Text:1. Explain why the protonation of pyrrole occurs at C2 to form A, rather than the N atom to form B 2. Explain why compound A is more acidic than C, the conjugate acid of pyridine. :N-H H H H -H Pyrrole pKa=0.4 pKa=5.3 A B C H
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