Both pyridine and pyrrole are nitrogen containing aromatic heterocyclic compounds. When treated with HCI, only pyridine forms a hydrochloride salt, whereas pyrrole is unreactive Which of the following is not a valid explanation for this observed reactivity? pyridine ругrole O The lone pair on pyridine is not part of the aromatic system. O The lone pair on pyridine can be protonated without disrupting the aromatic stability. O The lone pair on pyrrole is sp hybridized and is less prone to protonation. O Protonation of pyrrole leads to a nonaromatic cation, which is less stable. O The lone pair on pyrrole is involved in making the compound aromatic and thus is less susceptible to protonation.
Both pyridine and pyrrole are nitrogen containing aromatic heterocyclic compounds. When treated with HCI, only pyridine forms a hydrochloride salt, whereas pyrrole is unreactive Which of the following is not a valid explanation for this observed reactivity? pyridine ругrole O The lone pair on pyridine is not part of the aromatic system. O The lone pair on pyridine can be protonated without disrupting the aromatic stability. O The lone pair on pyrrole is sp hybridized and is less prone to protonation. O Protonation of pyrrole leads to a nonaromatic cation, which is less stable. O The lone pair on pyrrole is involved in making the compound aromatic and thus is less susceptible to protonation.
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
Chapter23: Amines
Section: Chapter Questions
Problem 23.67P
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