Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C4H6O2 |
| Molecular Weight | 86.0892 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)OC=C
InChI
InChIKey=XTXRWKRVRITETP-UHFFFAOYSA-N
InChI=1S/C4H6O2/c1-3-6-4(2)5/h3H,1H2,2H3
Vinyl acetate monomer (VAM) is a key intermediate used in the making of a number of polymers and resins for adhesives, coatings, paints. Human data on the acute toxicity of vinyl acetate is not available. Based on the carcinogenic potential of vinyl acetate in the animals, the substance can have a cancer risk for humans. Carcinogenicity is thought to act via a secondary mechanism and the concern may only be relevant above threshold concentrations.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Validation of human physiologically based pharmacokinetic model for vinyl acetate against human nasal dosimetry data. | 2005-05 |
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| Highly efficient cobalt-mediated radical polymerization of vinyl acetate. | 2005-02-04 |
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| Microemulsion and micellar electrokinetic chromatography of Hematoporphyrin D: a starting material of hematoporphyrin derivative. | 2005-02 |
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| Asymmetric synthesis and biological evaluation of the enantiomeric isomers of the immunosuppressive FTY720-phosphate. | 2005-01-17 |
|
| Dose-dependent transitions in mechanisms of toxicity: case studies. | 2004-12-15 |
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| Dose-dependent transitions in mechanisms of toxicity. | 2004-12-15 |
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| Enhanced transdermal delivery of atenolol from the ethylene-vinyl acetate matrix. | 2004-12-09 |
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| Liquid poly(ethylene glycol) and supercritical carbon dioxide as a biphasic solvent system for lipase-catalyzed esterification. | 2004-12-07 |
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| Vinyl acetate formation by the reaction of ethylene with acetate species on oxygen-covered Pd(111). | 2004-12-01 |
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| Oxidative cross-coupling of acrylates with vinyl carboxylates catalyzed by a Pd(OAc)2/HPMoV/O2 system. | 2004-11-25 |
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| Stereospecific synthesis of 1,2-cis glycosides by vinyl-mediated IAD. | 2004-10-14 |
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| Lipase-catalyzed enantioselective esterification of mono-aza-benzo-15-crown-5-ether derivatives in organic media. | 2004-10 |
|
| Influence of spinline stress on release properties of a coaxial controlled release device based on EVA polymers. | 2004-10 |
|
| Parallel ligand screening on olefin mixtures in asymmetric hydroformylation reactions. | 2004-09-16 |
|
| Metabolic properties of Eubacterium pyruvativorans, a ruminal 'hyper-ammonia-producing' anaerobe with metabolic properties analogous to those of Clostridium kluyveri. | 2004-09 |
|
| Regioselective enzymatic acetylation of the aglycone moiety of a secoiridoid glucoside. Two new secoiridoid glucoside acetates. | 2004-09 |
|
| Enantioselective transesterification using immobilized Aspergillus oryzae overexpressing lipase. | 2004-08 |
|
| 4'-alpha-C-Branched N,O-nucleosides: synthesis and biological properties. | 2004-07-15 |
|
| An investigation on the influence of a vinyl pyrrolidone/vinyl acetate copolymer on the moisture permeation, mechanical and adhesive properties of aqueous-based hydroxypropyl methylcellulose film coatings. | 2004-07 |
|
| Formulation and evaluation of limonene-based membrane-moderated transdermal therapeutic system of nimodipine. | 2004-06-01 |
|
| Palladium(II) chloride catalyzed selective acetylation of alcohols with vinyl acetate. | 2004-05-07 |
|
| In-situ FTIR investigations on the reduction of vinylene electrolyte additives suitable for use in lithium-ion batteries. | 2004-05 |
|
| Enantioselective transesterification using lipase-displaying yeast whole-cell biocatalyst. | 2004-05 |
|
| Poly(ethylene glycol)-lipase complexes that are highly active and enantioselective in ionic liquids. | 2004-04-21 |
|
| Activity and enantioselectivity of wildtype and lid mutated Candida rugosa lipase isoform 1 in organic solvents. | 2004-04-20 |
|
| Reactivity of molybdenum and rhenium hydroxo-carbonyl complexes toward organic electrophiles. | 2004-04-02 |
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| Controlled release of atenolol from the ethylene-vinyl acetate matrix. | 2004-04-01 |
|
| Effects of atmospheric plasma treatment on the interfacial characteristics of ethylene-vinyl acetate/polyurethane composites. | 2004-03-01 |
|
| Synthesis and biological activity of the four stereoisomers of 4-methyl-3-heptanol: main component of the aggregation pheromone of Scolytus amygdali. | 2004-03 |
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| Carcinogenicity and chronic toxicity in mice and rats administered vinyl acetate monomer in drinking water. | 2004-03 |
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| The tetra(vinyl)phosphonium cation [(CH2=CH)4P]+. | 2004-02-18 |
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| Comparison of predicted and derived measures of volatile organic compounds inside four new relocatable classrooms. | 2004 |
|
| Preparation of plasmenylcholine lipids and plasmenyl-type liposome dispersions. | 2004 |
|
| Study of a three-stage fluidized bed process treating acrylic synthetic-fiber manufacturing wastewater containing high-strength nitrogenous compounds. | 2004 |
|
| Ink-jet printing for micropattern generation of laminin for neuronal adhesion. | 2003-12-30 |
|
| Enhanced bioavailability of atenolol by transdermal administration of the ethylene-vinyl acetate matrix in rabbits. | 2003-11 |
|
| Phospholipase A2 activity in three species of littoral freshwater rotifers exposed to several toxicants. | 2003-10 |
|
| Vinyl acetate decreases intracellular pH in rat nasal epithelial cells. | 2003-10 |
|
| Effects of echistatin and an RGD peptide on orthodontic tooth movement. | 2003-09 |
|
| Enzymatic synthesis of a galactopyranose sophorolipid fatty acid-ester. | 2003-08 |
|
| Effect of carvone on the permeation of nimodipine from a membrane-moderated transdermal therapeutic system. | 2003-08 |
|
| DNA capillary electrophoresis using poly(vinyl alcohol). I. Inner capillary coating. | 2003-08 |
|
| Sorption of zinc ions from aqueous solutions on regenerated activated carbons. | 2003-07-18 |
|
| Solvent-free asymmetric olefin hydroformylation catalyzed by highly cross-linked polystyrene-supported (R,S)-BINAPHOS-Rh(I) complex. | 2003-07-16 |
|
| Regioselective enzyme-catalyzed synthesis of sophorolipid esters, amides, and multifunctional monomers. | 2003-07-11 |
|
| Formulation and in vivo evaluation of membrane-moderated transdermal therapeutic systems of nicardipine hydrochloride using carvone as a penetration enhancer. | 2003-05-15 |
|
| Influence of menthol and pressure-sensitive adhesives on the in vivo performance of membrane-moderated transdermal therapeutic system of nicardipine hydrochloride in human volunteers. | 2003-05 |
|
| Ozonolysis of vinyl compounds, CH2=CH-X, in aqueous solution--the chemistries of the ensuing formyl compounds and hydroperoxides. | 2003-03-21 |
|
| Effect of vinyl acetate content on the sintering behavior of hydroxyapatite-ethylene vinyl acetate copolymer composites. | 2002-05 |
|
| [The FTIR and DR-FTIR characterization of studies on the surface functionalization reactions of vinyl acetate-divinylbenzene copolymeric microspheres]. | 2001-10 |
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Vinyl acetate
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SUBSTANCE RECORD
