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Pyrrole is an extremely weak base for an amine, with a conjugate acid pK a of −3.8. The most thermodynamically stable pyrrolium cation (C 4 H 6 N +) is formed by protonation at the 2 position. Substitution of pyrrole with alkyl substituents provides a more basic molecule—for example, tetramethylpyrrole has a conjugate acid pK a of +3.7.
Pyrrolidine is a base. Its basicity is typical of other dialkyl amines. [7] Relative to many secondary amines, pyrrolidine is distinctive because of its compactness, a consequence of its cyclic structure. Pyrrolidine is used as a building block in the synthesis of more complex organic compounds.
Nicotine is a molecule containing a pyrrolidine ring attached to a ring of pyridine (other heterocyclic amine). Nicotine belongs to a group of compounds known as alkaloids, which are naturally occurring organic compounds with nitrogen in them. Pyrrole is another compound made up of molecules with a five-membered heterocyclic ring. These ...
4-Pyrrolidinylpyridine is an organic compound with the formula (CH 2) 4 NC 5 H 4 N. The molecule consists of a pyrrodinyl group ((CH 2) 4 N-) attached via N to the 4-position of pyridine. It is a white solid. The compound has attracted interest because it (pK a = 9.58) is more basic than dimethylaminopyridine (pK a = 9.41). [1] It is a popular ...
In non-basic aromatic rings the lone pair of electrons of the nitrogen atom is delocalized and contributes to the aromatic pi electron system. In these compounds the nitrogen atom is connected to a hydrogen atom. Examples of non-basic nitrogen-containing aromatic rings are pyrrole and indole. Pyrrole contains a lone pair that is part of the pi ...
Heterocyclic organic chemistry is the branch of organic chemistry dealing with the synthesis, properties, and applications of organic heterocycles. [2] Examples of heterocyclic compounds include all of the nucleic acids, the majority of drugs, most biomass (cellulose and related materials), and many natural and synthetic dyes. More than half of ...
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Alkaloids with partial pyrrolidine structure are usually sub-categorized based on their occurrence and biogenetic origin. Hygrin and cuscohygrin were isolated from the leaves of the coca shrub, [2] while (-)-codonopsinine was isolated from the woodland vine tiger bell.