2-Pyrrolidone
Appearance
| |||
Names | |||
---|---|---|---|
Preferred IUPAC name
Pyrrolidin-2-one | |||
Other names
2-Pyrrolidone
2-Pyrrolidinone | |||
Identifiers | |||
3D model (JSmol)
|
|||
ChEBI | |||
ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.009.531 | ||
EC Number |
| ||
PubChem CID
|
|||
UNII | |||
CompTox Dashboard (EPA)
|
|||
| |||
| |||
Properties | |||
C4H7NO | |||
Molar mass | 85.106 g·mol−1 | ||
Density | 1.116 g/cm3[1] | ||
Melting point | 25 °C (77 °F; 298 K)[2] | ||
Boiling point | 245 °C (473 °F; 518 K)[1] | ||
Hazards | |||
NFPA 704 (fire diamond) | |||
Flash point | 129 °C (264 °F) (open cup)[1] 138 °C (280 °F) (closed cup)[2] | ||
Safety data sheet (SDS) | ScienceLab.com | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
2-Pyrrolidone is an organic compound consisting of a 5-membered lactam, making it the simplest γ-lactam. It is a colorless liquid that is miscible with water and most common organic solvents.[3]
It is produced industrially by treating butyrolactone with ammonia. Alternative routes include the partial hydrogenation of succinimide and the carbonylation of allylamine with methyl amine. 2-Pyrrolidone is an intermediate in the production of vinylpyrrolidone and the drug piracetam.[3]
Uses
A variety of pharmaceutical drugs are 2-pyrrolidone derivatives including:
2-pyrrolidone is used in inkjet cartridges.[4]
Safety
2-pyrrolidone is an eye irritant.[4]
See also
- N-Methylpyrrolidone (NMP)
- N-Vinylpyrrolidone (NVP)
References
- ^ a b c Merck Index, 11th Edition, 8027
- ^ a b Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
- ^ a b Albrecht Ludwig Harreus, R. Backes, J.-O. Eichler, R. Feuerhake, C. Jäkel, U. Mahn, R. Pinkos, R. Vogelsang"2-Pyrrolidone" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, 2011, Weinheim. doi:10.1002/14356007.a22_457.pub2
- ^ a b "Safety Data Sheet" (PDF). HP website. HP. 7 October 2014. Retrieved 11 October 2014.
External links
- Pyrrolidinones at the U.S. National Library of Medicine Medical Subject Headings (MeSH)