N-Vinylpyrrolidone

{{DISPLAYTITLE:N-Vinylpyrrolidone}}

{{chembox

| Watchedfields = changed

| verifiedrevid = 431060268

| Name = N-Vinylpyrrolidone

| ImageFile_Ref = {{chemboximage|correct|??}}

| ImageFileL1 = Vinylpyrrolidon.svg

| ImageAltL1 = Skeletal formula

| ImageNameL1 = 2-Pyrrolidone

| ImageFileR1 = N-Vinylpyrrolidone-3D-balls.png

| ImageAltR1 = Ball-and-stick model

| PIN = 1-Ethenylpyrrolidin-2-one

| OtherNames = 1-Vinylpyrrolidin-2-one
1-Ethenyl-2-pyrrolidone
N-Ethenyl-2-pyrrolidone
N-Vinyl-2-pyrrolidone
1-Vinyl-2-pyrrolidone
N-Vinylbutyrolactam

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 6651

| PubChem = 6917

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 76H9G81541

| InChI = 1/C6H9NO/c1-2-7-5-3-4-6(7)8/h2H,1,3-5H2

| InChIKey = WHNWPMSKXPGLAX-UHFFFAOYAI

| SMILES = O=C1N(C=C)CCC1

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C6H9NO/c1-2-7-5-3-4-6(7)8/h2H,1,3-5H2

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = WHNWPMSKXPGLAX-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 88-12-0

}}

|Section2={{Chembox Properties

| C=6 | H=9 | N=1 | O=1

| Density = 1.04 g/cm³{{Cite web | url = http://www.sigmaaldrich.com/catalog/product/sial/95060?lang=en | title = 1-Vinyl-2-pyrrolidinone | publisher = Sigma-Aldrich}}

| MeltingPtC = 13-14

| BoilingPtC = 92-95

| BoilingPt_notes = 11 mmHg

| BoilingPt_ref =

| VaporPressure = 0.1 mmHg (24 °C)

| RefractIndex = 1.512

}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPtC = 95

| AutoignitionPtC = 685

}}

}}

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.

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.{{Ullmann|first1=Albrecht Ludwig|last1=Harreus|first2=R.|last2=Backes|first3=J.-O.|last3=Eichler|first4=R.|last4=Feuerhake|first5=C. |last5=Jäkel|first6=U.|last6=Mahn|first7=R.|last7=Pinkos|first8=R.|last8=Vogelsang"2-Pyrrolidone|year=2011|doi=10.1002/14356007.a22_457.pub2}}