Pyrrolidine
From Wikipedia, the free encyclopedia
| Pyrrolidine | |
|---|---|
 |
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| 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 |
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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 a semen-like aroma.
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.
