Pyrrolidine

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Template:Chembox E numberTemplate:Chembox SolubilityInWater
Pyrrolidine
IUPAC name Pyrrolidine
Other names azacyclopentane tetrahydropyrrole
Identifiers
3D model (JSmol)
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RTECS number UX9650000
Properties
C4H9N
Molar mass 71.11
Appearance clear liquid
Density 0.866
Melting point
Boiling point
Acidity (pKa) 11.27
Basicity (pKb) 2.74
Hazards
Main hazards highly flammable, harmful, corrosive, mutagen
R-phrases 11 20/21/22 35
S-phrases 16 26 28 36/37 45
Flash point {{{value}}}
Related compounds
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references


Pyrrolidine, also known as tetrahydropyrrole, is an organic compound with the molecular formula C4H9N. It is a cyclic amine with a five-membered ring containing four carbon atoms and one nitrogen atom. It is a clear liquid with an unpleasant ammonia-like odor.

Pyrrolidine is found naturally in the leaves of tobacco and carrot. The pyrrolidine ring structure is present in numerous natural alkaloids such as nicotine and hygrine. It is found in many pharmaceutical drugs such as procyclidine and bepridil. It also forms the basis for the racetam compounds (e.g. piracetam, aniracetam).

A pyrrolidine ring is the central structure of the amino acids proline and hydroxyproline.

See also

  • Pyrrol, the aromatic analog with two double bonds
  • Pyrroline, an analog with one double bond

de:Pyrrolidin lv:Pirolidīns


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