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

Details

Stereochemistry ACHIRAL
Molecular Formula C4H6O
Molecular Weight 70.0898
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYL VINYL KETONE

SMILES

CC(=O)C=C

InChI

InChIKey=FUSUHKVFWTUUBE-UHFFFAOYSA-N
InChI=1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3

HIDE SMILES / InChI

Molecular Formula C4H6O
Molecular Weight 70.0898
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and anti-breast cancer activities of substituted quinolines.
2008-06-01
Hepatic mitochondrial transport of glutathione: studies in isolated rat liver mitochondria and H4IIE rat hepatoma cells.
2008-06-01
One-pot multi-component asymmetric cascade reactions catalyzed by soluble star polymers with highly branched non-interpenetrating catalytic cores.
2008-05-21
Noncovalent cell surface engineering: incorporation of bioactive synthetic glycopolymers into cellular membranes.
2008-05-07
Palladium-catalyzed cyclization/Heck- and cyclization/conjugate-addition-type sequences in the preparation of polysubstituted furans.
2008-05-02
Diastereo- and enantioselective hydrogenative aldol coupling of vinyl ketones: design of effective monodentate TADDOL-like phosphonite ligands.
2008-03-05
Origins of selectivity for the [2+2] cycloaddition of alpha,beta-unsaturated ketones within a porous self-assembled organic framework.
2008-01-16
Studies on photodissociation dynamics of butadiene monoxide at 193 nm.
2008-01-14
Chiral bifunctional organocatalysts in asymmetric aza-Morita-Baylis-Hillman reactions of ethyl (arylimino)acetates with methyl vinyl ketone and ethyl vinyl ketone.
2007-12-07
Ab initio and density functional theory evidence on the rate-limiting step in the Morita-Baylis-Hillman reaction.
2007-11-08
Insights on co-catalyst-promoted enamine formation between dimethylamine and propanal through ab initio and density functional theory study.
2007-10-26
Grafting of poly(methyl vinyl ketone) onto aluminum surface.
2007-10-01
Photolysis of 4-oxo-2-pentenal in the 190-460 nm region.
2007-09-20
Neurotoxic mechanisms of electrophilic type-2 alkenes: soft soft interactions described by quantum mechanical parameters.
2007-08
Heck-type coupling vs. conjugate addition in phosphine-rhodium catalyzed reactions of aryl boronic acids with alpha,beta-unsaturated carbonyl compounds: a systematic investigation.
2007-07-28
Rhodium-catalyzed reductive mannich coupling of vinyl ketones to N-sulfonylimines mediated by hydrogen.
2007-07-20
Organocatalytic sequential one-pot double cascade asymmetric synthesis of Wieland-Miescher ketone analogues from a Knoevenagel/hydrogenation/Robinson annulation sequence: scope and applications of organocatalytic biomimetic reductions.
2007-07-06
Promiscuous zinc-dependent acylase-mediated carbon-carbon bond formation in organic media.
2007-05-28
Characterization of molecular and structural determinants of selective estrogen receptor downregulators.
2007-05
Stereoselectivity in Diels-Alder reactions of diene-substituted N-alkoxycarbonyl-1,2-dihydropyridines.
2007-04-27
Methyl vinyl ketone induces apoptosis in murine GT1-7 hypothalamic neurons through glutathione depletion and the generation of reactive oxygen species.
2007-04
Overall rate constant measurements of the reaction of hydroxy- and chloroalkylperoxy radicals derived from methacrolein and methyl vinyl ketone with nitric oxide.
2007-02-01
Asymmetric catalysis of Morita-Baylis-Hillman reactions by chiral phosphine Lewis bases bearing multiple phenol groups.
2007-02
[Extraction and determination of essential oils in Indocalamus latifolius leaves and Indocalamus tessellatus leaves].
2007-01
Structure-toxicity analysis of type-2 alkenes: in vitro neurotoxicity.
2007-01
Conjugate additions of cyclic oxygen-bound nickel enolates to alpha,beta-unsaturated ketones.
2007
Ruthenium-Lewis acid catalyzed asymmetric Diels-Alder reactions between dienes and alpha,beta-unsaturated ketones.
2007
Asymmetric induction in hydrogen-mediated reductive aldol additions to alpha-amino aldehydes catalyzed by rhodium: selective formation of syn-stereotriads directed by intramolecular hydrogen-bonding.
2006-12-27
Enantioselective palladium-catalyzed total synthesis of vitamin e by employing a domino Wacker-Heck reaction.
2006-11-24
Structure reassignment and synthesis of Jenamidines A1/A2, synthesis of (+)-NP25302, and formal synthesis of SB-311009 analogues.
2006-10-27
Ozone's impact on public health: contributions from indoor exposures to ozone and products of ozone-initiated chemistry.
2006-10
Non-biaryl atropisomers in organocatalysis.
2006-08-07
Temperature-sensitive europium(III) probes and their use for simultaneous luminescent sensing of temperature and oxygen.
2006-07-15
Ruthenium complexes of thiocinnamaldehydes: synthesis, structure, and [4+2]-cycloaddition reactions.
2006-06-14
Traditional Morita-Baylis-Hillman reaction of aldehydes with methyl vinyl ketone co-catalyzed by triphenylphosphine and nitrophenol.
2006-04-21
A sensitive method for the quantification of acrolein and other volatile carbonyls in ambient air.
2006-04-01
Adducts of oxylipin electrophiles to glutathione reflect a 13 specificity of the downstream lipoxygenase pathway in the tobacco hypersensitive response.
2006-04
The uptake of methyl vinyl ketone, methacrolein, and 2-methyl-3-butene-2-ol onto sulfuric acid solutions.
2006-02-23
Michael reactions carried out using a bench-top flow system.
2006-02-07
Hydrogen-mediated aldol reductive coupling of vinyl ketones catalyzed by rhodium: high syn-selectivity through the effect of tri-2-furylphosphine.
2006-02-02
The Morita-Baylis-Hillman adducts of beta-aryl nitroethylenes with other activated alkenes: synthesis and anticancer activity studies.
2006-01-21
Cobalt-catalyzed reductive coupling of saturated alkyl halides with activated alkenes.
2006-01-20
A theoretical study of the mechanism of phosphine-catalyzed hydroalkoxylation of methyl vinyl ketone.
2005-12-01
Quantum chemical and master equation studies of the methyl vinyl carbonyl oxides formed in isoprene ozonolysis.
2005-12-01
Differences in lysine adduction by acrolein and methyl vinyl ketone: implications for cytotoxicity in cultured hepatocytes.
2005-11
Joint QTAIM and Hirshfeld study of the sigma and pi charge distribution and electron delocalization in carbonyl compounds: a comparative study with the resonance model.
2005-09-29
The vinyl + NO reaction: determining the products with time-resolved Fourier transform spectroscopy.
2005-06-09
Mechanism of scandium ion catalyzed Diels-Alder reaction of anthracenes with methyl vinyl ketone.
2005-04-14
Structure-property relationship in py-hexahydrocinchonidine diastereomers: ab initio and NMR study.
2005-02-10
Polymer-supported and polymeric chiral guanidines: preparation and application to the asymmetric Michael reaction of iminoacetate with methyl vinyl ketone.
2005
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 21:11:30 GMT 2025
Edited
by admin
on Mon Mar 31 21:11:30 GMT 2025
Record UNII
AR7642I1MP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHYL VINYL KETONE
MI  
Systematic Name English
NSC-4853
Preferred Name English
3-OXO-1-BUTENE
Systematic Name English
.DELTA.3-2-BUTENONE
Common Name English
3-BUTEN-2-ONE
Systematic Name English
UN1251
Code English
ACETYL ETHYLENE
Systematic Name English
2-BUTENONE
Common Name English
METHYLENE ACETONE
Systematic Name English
UN-1251
Code English
3-OXOBUTENE
Systematic Name English
METHYL VINYL KETONE [MI]
Common Name English
1-BUTEN-3-ONE
Systematic Name English
.DELTA.-OXO-.ALPHA.-BUTYLENE
Common Name English
VINYL METHYL KETONE
Systematic Name English
Code System Code Type Description
PUBCHEM
6570
Created by admin on Mon Mar 31 21:11:30 GMT 2025 , Edited by admin on Mon Mar 31 21:11:30 GMT 2025
PRIMARY
NSC
4853
Created by admin on Mon Mar 31 21:11:30 GMT 2025 , Edited by admin on Mon Mar 31 21:11:30 GMT 2025
PRIMARY
EPA CompTox
DTXSID3025671
Created by admin on Mon Mar 31 21:11:30 GMT 2025 , Edited by admin on Mon Mar 31 21:11:30 GMT 2025
PRIMARY
CAS
78-94-4
Created by admin on Mon Mar 31 21:11:30 GMT 2025 , Edited by admin on Mon Mar 31 21:11:30 GMT 2025
PRIMARY
FDA UNII
AR7642I1MP
Created by admin on Mon Mar 31 21:11:30 GMT 2025 , Edited by admin on Mon Mar 31 21:11:30 GMT 2025
PRIMARY
CHEBI
48058
Created by admin on Mon Mar 31 21:11:30 GMT 2025 , Edited by admin on Mon Mar 31 21:11:30 GMT 2025
PRIMARY
HSDB
716
Created by admin on Mon Mar 31 21:11:30 GMT 2025 , Edited by admin on Mon Mar 31 21:11:30 GMT 2025
PRIMARY
MERCK INDEX
m7480
Created by admin on Mon Mar 31 21:11:30 GMT 2025 , Edited by admin on Mon Mar 31 21:11:30 GMT 2025
PRIMARY Merck Index
MESH
C057920
Created by admin on Mon Mar 31 21:11:30 GMT 2025 , Edited by admin on Mon Mar 31 21:11:30 GMT 2025
PRIMARY
WIKIPEDIA
METHYL VINYL KETONE
Created by admin on Mon Mar 31 21:11:30 GMT 2025 , Edited by admin on Mon Mar 31 21:11:30 GMT 2025
PRIMARY
ECHA (EC/EINECS)
201-160-6
Created by admin on Mon Mar 31 21:11:30 GMT 2025 , Edited by admin on Mon Mar 31 21:11:30 GMT 2025
PRIMARY