N-Vinylpyrrolidone

N-Vinylpyrrolidone

Names
IUPAC name 1-Ethenyl-2-pyrrolidone
Other names N-Ethenyl-2-pyrrolidone N-Vinyl-2-pyrrolidone 1-Vinyl-2-pyrrolidone N-Vinylbutyrolactam
Identifiers
CAS Number	88-12-0 Y
ChemSpider	6651 Y
Jmol interactive 3D	Image
PubChem	6917
UNII	76H9G81541 Y
InChI 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
SMILES O=C1N(C=C)CCC1
Properties
Chemical formula	C6H9NO
Molar mass	111.14 g·mol−1
Density	1.043 g/cm3
Melting point	13–14 °C (55–57 °F; 286–287 K)
Boiling point	65 °C (149 °F; 338 K) 1.5 Torr
Vapor pressure	0.1 mmHg (24 °C)
Refractive index (nD)	1.512
Hazards
Flash point	95 °C (203 °F; 368 K)
Autoignition temperature	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

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.

It is produced industrially by reacting 2-pyrrolidone with acetylene.^[1] 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.^[1]

See also

• Methylpyrrolidone (NMP)
• 2-Pyrrolidone (2-Py)

References

1. 1 2 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

External links

• N-Vinyl-2-pyrrolidone