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
SMILES
CC(=O)C=C
InChI
InChIKey=FUSUHKVFWTUUBE-UHFFFAOYSA-N
InChI=1S/C4H6O/c1-3-4(2)5/h3H,1H2,2H3
| 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
| Title | Date | PubMed |
|---|---|---|
| Synthesis and anti-breast cancer activities of substituted quinolines. | 2008-06-01 |
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| Hepatic mitochondrial transport of glutathione: studies in isolated rat liver mitochondria and H4IIE rat hepatoma cells. | 2008-06-01 |
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| One-pot multi-component asymmetric cascade reactions catalyzed by soluble star polymers with highly branched non-interpenetrating catalytic cores. | 2008-05-21 |
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| Noncovalent cell surface engineering: incorporation of bioactive synthetic glycopolymers into cellular membranes. | 2008-05-07 |
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| Palladium-catalyzed cyclization/Heck- and cyclization/conjugate-addition-type sequences in the preparation of polysubstituted furans. | 2008-05-02 |
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| Diastereo- and enantioselective hydrogenative aldol coupling of vinyl ketones: design of effective monodentate TADDOL-like phosphonite ligands. | 2008-03-05 |
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| Origins of selectivity for the [2+2] cycloaddition of alpha,beta-unsaturated ketones within a porous self-assembled organic framework. | 2008-01-16 |
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| Studies on photodissociation dynamics of butadiene monoxide at 193 nm. | 2008-01-14 |
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| 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
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:11:30 GMT 2025
by
admin
on
Mon Mar 31 21:11:30 GMT 2025
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| Record UNII |
AR7642I1MP
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| Record Status |
Validated (UNII)
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| Record Version |
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6570
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4853
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DTXSID3025671
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78-94-4
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AR7642I1MP
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48058
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716
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m7480
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C057920
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METHYL VINYL KETONE
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201-160-6
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