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apple321 apple321
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Both pyridine and pyrrole are nitrogen containing aromatic heterocyclic compounds. When treated with HCl, only pyridine forms a hydrochloride salt, whereas pyrrole is unreactive. Which of the following is not a valid explanation for this observed reactivity?




▸ The lone pair on pyrrole is involved in making the compound aromatic and thus is less susceptible to protonation.

▸ The lone pair on pyridine is not part of the aromatic system.

▸ Protonation of pyrrole leads to a nonaromatic cation, which is less stable.

▸ The lone pair on pyrrole is sp3 hybridized and is less prone to protonation.

▸ The lone pair on pyridine can be protonated without disrupting the aromatic stability.
Textbook 
Organic Chemistry

Organic Chemistry


Edition: 4th
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nieceyniecey
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