N-Vinylpyrrolidone

N-Vinylpyrrolidone (NVP) is an organic compound consisting of a 5-membered lactam ring linked to a (2 carbon) vinyl group. It is a colorless liquid although commercial samples can appear yellowish.

N-Vinylpyrrolidone
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
  • InChI=1S/C6H9NO/c1-2-7-5-3-4-6(7)8/h2H,1,3-5H2 Y
    Key: WHNWPMSKXPGLAX-UHFFFAOYSA-N Y
  • InChI=1/C6H9NO/c1-2-7-5-3-4-6(7)8/h2H,1,3-5H2
    Key: WHNWPMSKXPGLAX-UHFFFAOYAI
  • O=C1N(C=C)CCC1
Properties
C6H9NO
Molar mass 111.144 g·mol−1
Density 1.04 g/cm3
Melting point 13–14 °C (55–57 °F; 286–287 K)
Boiling point 92–95 °C (198–203 °F; 365–368 K) 11 mmHg
Vapor pressure 0.1 mmHg (24 °C)
1.512
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).
Y verify (what is YN ?)
Infobox references

It is produced industrially by vinylation of 2-pyrrolidone, i.e. the base-catalyzed reaction with acetylene. 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.

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