N-Vinylpyrrolidone

N-Vinylpyrrolidone (NVP) is an organic compound consisting of a 5-membered lactam linked to a vinyl group. It is a colorless liquid although commercial samples can appear yellowish.

N-Vinylpyrrolidone
2-Pyrrolidone
Ball-and-stick model
Names
Preferred IUPAC name
1-Ethenylpyrrolidin-2-one
Other names
1-Vinylpyrrolidin-2-one
1-Ethenyl-2-pyrrolidone
N-Ethenyl-2-pyrrolidone
N-Vinyl-2-pyrrolidone
1-Vinyl-2-pyrrolidone
N-Vinylbutyrolactam
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.637
UNII
Properties
C6H9NO
Molar mass 111.144 g·mol−1
Density 1.04 g/cm3[1]
Melting point 13–14 °C (55–57 °F; 286–287 K)
Boiling point 92–95 °C (198–203 °F; 365–368 K)[1] 11 mmHg
Vapor pressure 0.1 mmHg (24 °C)[1]
1.512[1]
Hazards
Flash point 95 °C (203 °F; 368 K)
685 °C (1,265 °F; 958 K)
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

It is produced industrially by vinylation of 2-pyrrolidone, i.e. the base-catalyzed reaction with acetylene.[2] It is the precursor to polyvinylpyrrolidone (PVP), an important synthetic material. The NVP monomer is commonly used as a reactive diluent in ultraviolet and electron-beam curable polymers applied as inks, coatings or adhesives.[2]

See also

References
  1. "1-Vinyl-2-pyrrolidinone". Sigma-Aldrich.
  2. Harreus, Albrecht Ludwig; Backes, R.; Eichler, J.-O.; Feuerhake, R.; Jäkel, C.; Mahn, U.; Pinkos, R.; Vogelsang"2-Pyrrolidone, R. (2011). Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a22_457.pub2.
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