1-vinyl-2-pyrrolidinone
2-pyrrolidinone, 1-ethenyl-
 
Notes:
monomer of povidone.
  • BOC Sciences
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      Product(s):
      88-12-0 Povidone Impurity A > 95%
      An impurity of Povidone which is used in the pharmaceutical industry as a synthetic polymer vehicle.
       
       
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      Product(s):
      V0026 1-vinyl-2-pyrrolidinone >99.0%(GC)
       
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CAS Number: 88-12-0Picture of molecule3D/inchi
Other(deleted CASRN): 1229193-78-5
ECHA EINECS - REACH Pre-Reg: 201-800-4
FDA UNII: 76H9G81541
Nikkaji Web: J36.503C
Beilstein Number: 0110513
MDL: MFCD00003197
XlogP3: 0.40 (est)
Molecular Weight: 111.14393000
Formula: C6 H9 N O
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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Google Scholar: with word "volatile"Search
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Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
FDA Mainterm (IAUFC):88-12-0 ; VINYLPYRROLIDONE
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BASF
N-Vinyl-2-pyrrolidinone
BOC Sciences
For experimental / research use only.
Povidone Impurity A > 95%
Odor: characteristic
Use: An impurity of Povidone which is used in the pharmaceutical industry as a synthetic polymer vehicle.
EMD Millipore
For experimental / research use only.
1-Vinyl-2-pyrrolidinone
Jarchem Industries
1-Jarchem® NVP
Odor: characteristic
Use: Reactive diluent for radical initiated UV curing in inks, release coatings, wood products, vinyl flooring and many other applications.
Santa Cruz Biotechnology
For experimental / research use only.
1-Vinyl-2-pyrrolidinone
Sigma-Aldrich: Aldrich
For experimental / research use only.
1-Vinyl-2-pyrrolidinone contains sodium hydroxide as inhibitor, ≥99%
TCI AMERICA
For experimental / research use only.
1-vinyl-2-pyrrolidinone >99.0%(GC)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50  1470 mg/kg
Personal Communication from L.W. Burnette, Material Safety Dept., GAF Corp., 1361 Alps Rd., Wayne, NJ 07470, Nov. 2, 1978Vol. 02NOV1978

Dermal Toxicity:
skin-rabbit LD50 560 mg/kg
Personal Communication from L.W. Burnette, Material Safety Dept., GAF Corp., 1361 Alps Rd., Wayne, NJ 07470, Nov. 2, 1978Vol. 02NOV1978

Inhalation Toxicity:
inhalation-rat LC50 3200 mg/m3/4H
Personal Communication from L.W. Burnette, Material Safety Dept., GAF Corp., 1361 Alps Rd., Wayne, NJ 07470, Nov. 2, 1978Vol. 02NOV1978

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Safety in Use Information:
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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Safety References:
EPI System: View
ECHA (ESR): View
NIOSH International Chemical Safety Cards: search
Chemical Carcinogenesis Research Information System: Search
Cancer Citations: Search
Toxicology Citations: Search
Carcinogenic Potency Database: Search
EPA Substance Registry Services (TSCA): 88-12-0
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6917
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 1
 1-ethenylpyrrolidin-2-one
Chemidplus: 0000088120
RTECS: 88-12-0
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References:
 1-ethenylpyrrolidin-2-one
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 88-12-0
Pubchem (cid): 6917
Pubchem (sid): 134972018
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Indirect Additives used in Food Contact Substances:View
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C19548
HMDB (The Human Metabolome Database): Search
Export Tariff Code: 2933.79.3000
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•...available in us as commercial &...(usp) grades. there are 4 commercial viscosity grades, containing a max of 1% residual, unreacted monomer as n-vinyl-2-pyrrolidone & 0.02% ash (on a dry basis). powdered forms contain a max of 5% water, & aqueous solutions contain 55-80% water. •usp grade polyvinyl pyrrolidone contains 12-13% nitrogen on an anhydrous basis and a maximum of 0.00015% arsenic, 0.001% lead, 0.5% aldehyde (as acetaldehyde) and 1% unreacted n-vinyl-2-pyrrolidone. •a high-molecular-weight cross-linked grade of polyvinyl pyrrolidone, which is insoluble in water, is available as a powder containing less than 5% water.
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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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
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Articles:
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.
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