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Pyrrolidine

From Wikipedia, the free encyclopedia

Pyrrolidine
Pyrrolidine
General
Systematic name pyrrolidine
Other names azacyclopentane
tetrahydropyrrole
Molecular formula C4H9N
SMILES C1CCNC1
Molar mass 71.11 g/mol
Appearance clear liquid
CAS number [123-75-1]
Properties
Density and phase 0.8660 g/cm3, liquid
Solubility in water miscible
Melting point -63 °C (210 K)
Boiling point 87 °C (360 K)
Acidity (pKa) 11.27
Basicity (pKb) 2.74
Viscosity 0.70 cP at 25 °C
Hazards
MSDS External MSDS
Main hazards highly flammable,
harmful, corrosive,
mutagen
NFPA 704

3
2
1
 
Flash point 3 °C
R/S statement R: 11 20/21/22 35
S: 16 26 28 36/37 45
RTECS number UX9650000
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 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 also found in many pharmaceutical drugs such as procyclidine and bepridil.

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


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