U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of VINYL ACETATE

SMILES

CC(=O)OC=C

InChI

InChIKey=XTXRWKRVRITETP-UHFFFAOYSA-N
InChI=1S/C4H6O2/c1-3-6-4(2)5/h3H,1H2,2H3

HIDE SMILES / InChI

Molecular Formula C4H6O2
Molecular Weight 86.0892
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

PubMed

TitleDatePubMed
Effect of vinyl acetate content on the sintering behavior of hydroxyapatite-ethylene vinyl acetate copolymer composites.
2002 May
Selective attachment of pyrenyl groups to ethylene-co-vinyl acetate copolymers: dynamic and static fluorescence studies.
2002 Sep
Dissolved air flotation clarification of activated sludge and wastewaters from chemical industry.
2003
Electrochemical deposition of hydroxyapatite with vinyl acetate on titanium implants.
2003 Apr 1
Differentiating between local cytotoxicity, mitogenesis, and genotoxicity in carcinogen risk assessments: the case of vinyl acetate.
2003 Apr 11
Genotoxicity--threshold or not? Introduction of cases of industrial chemicals.
2003 Apr 11
Formulation and in vivo evaluation of membrane-moderated transdermal therapeutic systems of nicardipine hydrochloride using carvone as a penetration enhancer.
2003 Apr-Jun
DNA capillary electrophoresis using poly(vinyl alcohol). I. Inner capillary coating.
2003 Aug
Ink-jet printing for micropattern generation of laminin for neuronal adhesion.
2003 Dec 30
Regioselective enzyme-catalyzed synthesis of sophorolipid esters, amides, and multifunctional monomers.
2003 Jul 11
Solvent-free asymmetric olefin hydroformylation catalyzed by highly cross-linked polystyrene-supported (R,S)-BINAPHOS-Rh(I) complex.
2003 Jul 16
Sorption of zinc ions from aqueous solutions on regenerated activated carbons.
2003 Jul 18
Ozonolysis of vinyl compounds, CH2=CH-X, in aqueous solution--the chemistries of the ensuing formyl compounds and hydroperoxides.
2003 Mar 21
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 May
Vinyl acetate decreases intracellular pH in rat nasal epithelial cells.
2003 Oct
Effects of echistatin and an RGD peptide on orthodontic tooth movement.
2003 Sep
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
Controlled release of atenolol from the ethylene-vinyl acetate matrix.
2004 Apr 1
Reactivity of molybdenum and rhenium hydroxo-carbonyl complexes toward organic electrophiles.
2004 Apr 2
Activity and enantioselectivity of wildtype and lid mutated Candida rugosa lipase isoform 1 in organic solvents.
2004 Apr 20
Poly(ethylene glycol)-lipase complexes that are highly active and enantioselective in ionic liquids.
2004 Apr 21
Enantioselective transesterification using immobilized Aspergillus oryzae overexpressing lipase.
2004 Aug
Vinyl acetate formation by the reaction of ethylene with acetate species on oxygen-covered Pd(111).
2004 Dec 1
Dose-dependent transitions in mechanisms of toxicity: case studies.
2004 Dec 15
Dose-dependent transitions in mechanisms of toxicity.
2004 Dec 15
Liquid poly(ethylene glycol) and supercritical carbon dioxide as a biphasic solvent system for lipase-catalyzed esterification.
2004 Dec 7
Enhanced transdermal delivery of atenolol from the ethylene-vinyl acetate matrix.
2004 Dec 9
The tetra(vinyl)phosphonium cation [(CH2=CH)4P]+.
2004 Feb 18
Formulation and evaluation of limonene-based membrane-moderated transdermal therapeutic system of nimodipine.
2004 Jan-Feb
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 Jul
4'-alpha-C-Branched N,O-nucleosides: synthesis and biological properties.
2004 Jul 15
Synthesis and biological activity of the four stereoisomers of 4-methyl-3-heptanol: main component of the aggregation pheromone of Scolytus amygdali.
2004 Mar
Carcinogenicity and chronic toxicity in mice and rats administered vinyl acetate monomer in drinking water.
2004 Mar
Effects of atmospheric plasma treatment on the interfacial characteristics of ethylene-vinyl acetate/polyurethane composites.
2004 Mar 1
In-situ FTIR investigations on the reduction of vinylene electrolyte additives suitable for use in lithium-ion batteries.
2004 May
Enantioselective transesterification using lipase-displaying yeast whole-cell biocatalyst.
2004 May
Palladium(II) chloride catalyzed selective acetylation of alcohols with vinyl acetate.
2004 May 7
Oxidative cross-coupling of acrylates with vinyl carboxylates catalyzed by a Pd(OAc)2/HPMoV/O2 system.
2004 Nov 25
Lipase-catalyzed enantioselective esterification of mono-aza-benzo-15-crown-5-ether derivatives in organic media.
2004 Oct
Influence of spinline stress on release properties of a coaxial controlled release device based on EVA polymers.
2004 Oct
Stereospecific synthesis of 1,2-cis glycosides by vinyl-mediated IAD.
2004 Oct 14
Metabolic properties of Eubacterium pyruvativorans, a ruminal 'hyper-ammonia-producing' anaerobe with metabolic properties analogous to those of Clostridium kluyveri.
2004 Sep
Regioselective enzymatic acetylation of the aglycone moiety of a secoiridoid glucoside. Two new secoiridoid glucoside acetates.
2004 Sep
Parallel ligand screening on olefin mixtures in asymmetric hydroformylation reactions.
2004 Sep 16
Microemulsion and micellar electrokinetic chromatography of Hematoporphyrin D: a starting material of hematoporphyrin derivative.
2005 Feb
Highly efficient cobalt-mediated radical polymerization of vinyl acetate.
2005 Feb 4
Asymmetric synthesis and biological evaluation of the enantiomeric isomers of the immunosuppressive FTY720-phosphate.
2005 Jan 17
Validation of human physiologically based pharmacokinetic model for vinyl acetate against human nasal dosimetry data.
2005 May
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 14:58:09 GMT 2023
Edited
by admin
on Fri Dec 15 14:58:09 GMT 2023
Record UNII
L9MK238N77
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VINYL ACETATE
HSDB   INCI   MI  
INCI  
Official Name English
ACETIC ACID, ETHENYL ESTER
Systematic Name English
NSC-8404
Code English
VINYL ACETATE [MI]
Common Name English
VINYL A MONOMER
Common Name English
ACETOXYETHYLENE
Systematic Name English
VINYL ACETATE [HSDB]
Common Name English
VINYL ACETATE [INCI]
Common Name English
ACETOXYETHENE
Systematic Name English
VINYL ACETATE [IARC]
Common Name English
COPOVIDONE IMPURITY C [EP IMPURITY]
Common Name English
ACETIC ACID VINYL ESTER
Systematic Name English
Code System Code Type Description
NSC
8404
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
WIKIPEDIA
Vinyl acetate
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
MESH
C011566
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
RXCUI
1368177
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY RxNorm
EPA CompTox
DTXSID3021431
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
CHEBI
46916
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
FDA UNII
L9MK238N77
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
MERCK INDEX
m11459
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY Merck Index
DAILYMED
L9MK238N77
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
PUBCHEM
7904
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
ECHA (EC/EINECS)
203-545-4
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
CAS
108-05-4
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
SMS_ID
100000173441
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
HSDB
190
Created by admin on Fri Dec 15 14:58:09 GMT 2023 , Edited by admin on Fri Dec 15 14:58:09 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY