2-Pyrrolidone
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Names | |||
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IUPAC name
2-Pyrrolidone | |||
Other names
2-Pyrrolidinone | |||
Identifiers | |||
616-45-5 ![]() | |||
ChEBI | CHEBI:36592 ![]() | ||
ChEMBL | ChEMBL276849 ![]() | ||
ChemSpider | 11530 ![]() | ||
EC number | 210-483-1 | ||
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Jmol-3D images | Image | ||
PubChem | 12025 | ||
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UNII | KKL5D39EOL ![]() | ||
Properties | |||
Molecular formula |
C4H7NO | ||
Molar mass | 85.10 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 | |||
MSDS | ScienceLab.com | ||
NFPA 704 | |||
Flash point | 129 °C (264 °F) (open cup)[1] 138 °C (280 °F) (closed cup)[2] | ||
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |||
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Infobox references | |||
2-Pyrrolidone is an organic compound consisting of a 5-membered 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:
- Cotinine
- Doxapram
- Piracetam
- Povidone
- Ethosuximide
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
- ↑ 1.0 1.1 1.2 Merck Index, 11th Edition, 8027
- ↑ 2.0 2.1 Record in the GESTIS Substance Database of the IFA
- ↑ 3.0 3.1 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
- ↑ 4.0 4.1 "Safety Data Sheet" (PDF). HP website. HP. 7 October 2014. Retrieved 11 October 2014.
External links
- Pyrrolidinones at the US National Library of Medicine Medical Subject Headings (MeSH)