N-Vinylacetamide

Names
Preferred IUPAC name N-Ethenylacetamide
Other names N-Vinylacetamide NVA N-Vinylcarboxylic acid amide N-Carboxylic acid amide Vinylamide NVA monomer
Identifiers
CAS Number	5202-78-8 Y polymer: 28408-65-3
3D model (JSmol)	Interactive image
ChemSpider	71210
ECHA InfoCard	100.023.627
EC Number	225-989-8
PubChem CID	78875
UNII	227WR07D3L Y
CompTox Dashboard (EPA)	DTXSID0063735
InChI InChI=1S/C4H7NO/c1-3-5-4(2)6/h3H,1H2,2H3,(H,5,6) Key: RQAKESSLMFZVMC-UHFFFAOYSA-N
SMILES CC(=O)NC=C
Properties
Chemical formula	C4H7NO
Molar mass	85.106 g·mol−1
Appearance	White solid
Melting point	54 °C (129 °F; 327 K)
Boiling point	96 °C (205 °F; 369 K)
Solubility in water	soluble
Solubility in acetone	soluble
Solubility in ether	soluble
Solubility in ester	soluble
Solubility in arene	soluble
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H319
Precautionary statements	P264, P270, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, P501
Flash point	113 °C (235 °F; 386 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

N-Vinylacetamide (NVA) is a non-ionic monomer. Copolymers made of NVA and other monomers can exhibit practical characteristics in addition to those common with the existing hydrophilic polymers.

History

NVA is an amphipathic monomer. It was introduced and compounded in the U.S. in 1967. Today, it is recognized as a monomer that does polymerize; however, Showa Denko K.K. succeeded in its industrialization in 1997.^[1]

Properties

NVA is soluble in water, various organic solvents and liquid vinyl monomers. It is polymerizable by various radical polymerization processes, depending on the objective. Since NVA itself is a solvent, it can act as a dissolution agent for poorly soluble substances.

References