2-Pyrrolidone

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2-Pyrrolidone
2-Pyrrolidone
2-Pyrrolidone
Names
IUPAC name
2-Pyrrolidone
Other names
2-Pyrrolidinone
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.009.531 Edit this at Wikidata
EC Number
  • 210-483-1
UNII
  • InChI=1S/C4H7NO/c6-4-2-1-3-5-4/h1-3H2,(H,5,6) checkY
    Key: HNJBEVLQSNELDL-UHFFFAOYSA-N checkY
  • InChI=1/C4H7NO/c6-4-2-1-3-5-4/h1-3H2,(H,5,6)
    Key: HNJBEVLQSNELDL-UHFFFAOYAP
  • O=C1NCCC1
Properties
C4H7NO
Molar mass 85.106 g·mol−1
Density 1.116 g/cm³[1]
Melting point 25 °C (77 °F; 298 K)
Boiling point 245 °C (473 °F; 518 K)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
1
0
Flash point 129 °C (264 °F) (open cup)[1]
138 °C (280 °F) (closed cup)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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:

2-pyrrolidone is used in inkjet cartridges.[4]

Safety

2-pyrrolidone is an eye irritant.[4]

See also

References

  1. ^ a b c Merck Index, 11th Edition, 8027
  2. ^ a b Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  3. ^ 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
  4. ^ a b "Safety Data Sheet" (PDF). HP website. HP. 7 October 2014. Retrieved 11 October 2014.

External links

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