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Pyrrolidine



Pyrrolidine
IUPAC name Pyrrolidine
Other names azacyclopentane tetrahydropyrrole
Identifiers
CAS number 123-75-1
PubChem 31268
RTECS number UX9650000
SMILES C1CCNC1
Properties
Molecular formula C4H9N
Molar mass 71.11
Appearance clear liquid
Density 0.866
Melting point

-63

Boiling point

87

Solubility in water miscible
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 3
Related Compounds
Related compounds pyrrole piperidine
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.

Additional recommended knowledge

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
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Pyrrolidine". A list of authors is available in Wikipedia.
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