1-vinyl-2-pyrrolidinone
2-pyrrolidinone, 1-ethenyl-
Identification
| Name | 1-vinyl-2-pyrrolidinone |
| IUPAC | 1-ethenylpyrrolidin-2-one |
| CAS Number | 88-12-0 |
| EINECS | 201-800-4 |
| FDA UNII | 76H9G81541 |
| Molecular Formula | C6 H9 N O |
| Molecular Weight | 111.14393000 |
| MDL Number | MFCD00003197 |
| Nikkaji Number | J36.503C |
| Beilstein | 0110513 |
| XlogP3 | 0.40 (est) |
Regulatory
| FDA Mainterm (IAUFC) | 88-12-0 ; VINYLPYRROLIDONE |
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.04000 @ 25.00 °C. |
| Melting Point | 13.50 °C. @ 760.00 mm Hg |
| Boiling Point | 217.55 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.132000 mmHg @ 25.00 °C. (est) |
| Flash Point | 201.00 °F. TCC ( 93.89 °C. ) |
| logP (o/w) | 0.370 |
| Soluble in | water, 5.209e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-rat LD50 1470 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 560 mg/kg |
| Inhalation Toxicity | inhalation-rat LC50 3200 mg/m3/4H |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | pharmaceuticals / chemical synthisis |
| Recommendation for 1-vinyl-2-pyrrolidinone usage levels up to | not for fragrance use. |
| Recommendation for 1-vinyl-2-pyrrolidinone flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
1-
ethenyl-2-pyrrolidinone
1-
ethenyl-2-pyrrolidinone (9CI)
1-
ethenylpyrrolidin-2-one
2-
pyrrolidinone, 1-ethenyl-
2-
pyrrolidinone, 1-vinyl-
N-
vinyl pyrrolidone
N-
vinyl-2-pyrrolidinone
1-
vinyl-2-pyrrolidone
N-
vinyl-2-pyrrolidone
1-
vinylpyrrolidin-2-one
1-
vinylpyrrolidine-2-one
N-
vinylpyrrolidinone
PubMed:
Visible Light-Triggered On-Demand Drug Release from Hybrid Hydrogels and its Application in Transdermal Patches.
PubMed:
Role of N-vinyl-2-pyrrolidinone on the thermoresponsive behavior of PNIPAm hydrogel and its release kinetics using dye and vitamin-B12 as model drug.
PubMed:
Antifungal activity, biofilm-controlling effect, and biocompatibility of poly(N-vinyl-2-pyrrolidinone)-grafted denture materials.
PubMed:
A hydrophilic immobilized trypsin reactor with N-vinyl-2-pyrrolidinone modified polymer microparticles as matrix for highly efficient protein digestion with low peptide residue.
PubMed:
Visible light photoinitiation of mesenchymal stem cell-laden bioresponsive hydrogels.
PubMed:
Highly regioselective intermolecular hydroacylations of enamides with salicylaldehydes.
PubMed:
Holographically directed assembly of polymer nanocomposites.
PubMed:
The performance of a hydrogel nucleus pulposus prosthesis in an ex vivo canine model.
PubMed:
A pH-sensitive molecularly imprinted nanospheres/hydrogel composite as a coating for implantable biosensors.
PubMed:
Cytokine profiling using monocytes/macrophages cultured on common biomaterials with a range of surface chemistries.
PubMed:
Use of hydrogel coating to improve the performance of implanted glucose sensors.
PubMed:
New intrinsically radiopaque hydrophilic microspheres for embolization: synthesis and characterization.
PubMed:
Towards a functional radiopaque hydrogel for nucleus pulposus replacement.
PubMed:
Phase modifiers promote efficient production of hydroxymethylfurfural from fructose.
PubMed:
Intrinsically radiopaque hydrogels for nucleus pulposus replacement.
PubMed:
Hydrophobicity as a design criterion for polymer scaffolds in bone tissue engineering.
PubMed:
In vitro characterization of vascular endothelial growth factor and dexamethasone releasing hydrogels for implantable probe coatings.
PubMed:
End-functionalised 1-vinyl-2-pyrrolidinone oligomers bearing lactate functions at one end.
PubMed:
The in vivo calcification capacity of a copolymer, based on methacryloyloxyethyl phosphate, does not favor osteoconduction.
PubMed:
Removal of viruscide agents by using styrenic resins.
PubMed:
Synthesis of methacryloyloxyethyl phosphate copolymers and in vitro calcification capacity.
PubMed:
[Optimization of the conditions of immobilization of enzymes in a photopolymeric membrane].
PubMed:
Mechanical behaviour and biocompatibility of poly(1-vinyl-2-pyrrolidinone)-gelatin IPN hydrogels.
PubMed:
Equivalent cross-relaxation rate imaging in the synthetic copolymer gels and invasive ductal carcinomas of the breast.
PubMed:
Dose resolution optimization of polymer gel dosimeters using different monomers.
PubMed:
Synthetic hydrogels as carriers in antisense therapy: preliminary evaluation of an oligodeoxynucleotide covalent conjugate with a copolymer of 1-vinyl-2-pyrrolidinone and 2-hydroxyethyl methacrylate.
PubMed:
Metallic wires with an adherent lubricious and blood-compatible polymeric coating and their use in the manufacture of novel slippery-when-wet guidewires: possible applications related to controlled local drug delivery.
PubMed:
Biodegradation in vitro and retention in the rabbit eye of crosslinked poly(1-vinyl-2-pyrrolidinone) hydrogel as a vitreous substitute.
PubMed:
Effect of crosslinked poly(1-vinyl-2-pyrrolidinone) gels on cell growth in static cell cultures.
PubMed:
Polymers of 1-vinyl-2-pyrrolidinone as potential vitreous substitutes: physical selection.
PubMed:
Crosslinked poly(1-vinyl-2-pyrrolidinone) as a vitreous substitute.
PubMed:
Poly(1-vinyl-2-pyrrolidinone) hydrogels as vitreous substitutes: histopathological evaluation in the animal eye.
PubMed:
Analysis of a vinyl pyrrolidone/poly(propylene fumarate) resorbable bone cement.
PubMed:
The use of Fourier transform infrared spectrometry for monitoring the retention of polymers in the vitreous humour.
PubMed:
Studies on contact lens materials.
PubMed:
Biochemical and mechanical characterization of enzyme-digestible hydrogels.
PubMed:
Disposition of N-vinyl-2-pyrrolidinone in the rat.
PubMed:
In vitro drug release from egg albumin microcapsules.