2-Pyrrolidone

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2-Pyrrolidone
2-Pyrrolidone
Pyrrolidone-3D-vdW.png
Names
IUPAC name
2-Pyrrolidone
Other names
2-Pyrrolidinone
Identifiers
616-45-5 YesY
ChEBI CHEBI:36592 YesY
ChEMBL ChEMBL276849 YesY
ChemSpider 11530 YesY
EC Number 210-483-1
Jmol 3D model Interactive image
PubChem 12025
UNII KKL5D39EOL YesY
Properties
C4H7NO
Molar mass 85.11 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
Safety data sheet ScienceLab.com
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oil Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
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).
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Infobox references

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[edit]

A variety of pharmaceutical drugs are 2-pyrrolidone derivatives including:

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

Safety[edit]

2-pyrrolidone is an eye irritant.[4]

See also[edit]

References[edit]

  1. ^ a b c Merck Index, 11th Edition, 8027
  2. ^ a b Record in the GESTIS Substance Database of the IFA
  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[edit]