ETHYL VINYL KETONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H8O
Molecular Weight	84.1164
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC(=O)C=C

InChI

InChIKey=JLIDVCMBCGBIEY-UHFFFAOYSA-N

InChI=1S/C5H8O/c1-3-5(6)4-2/h3H,1,4H2,2H3

HIDE SMILES / InChI

Molecular Formula	C5H8O
Molecular Weight	84.1164
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
Effect of enzyme activity and frozen storage on jalapeño pepper volatiles by selected ion flow tube-mass spectrometry.	2011-05-04	21535582
NADPH-dependent reductases involved in the detoxification of reactive carbonyls in plants.	2011-03-04	21169366
Freshness characterisation of whiting (Merlangius merlangus) using an SPME/GC/MS method and a statistical multivariate approach.	2010-12	20718023
4-[(4-Methyl-phen-yl)amino]-pent-3-en-2-one.	2010-10-31	21589171
Kinetics and mechanism of the atmospheric reactions of atomic chlorine with 1-penten-3-ol and (Z)-2-penten-1-ol: an experimental and theoretical study.	2010-10-14	20714602
4-(2-Methyl-anilino)pent-3-en-2-one.	2010-06-05	21587831
Increasing omega-3 desaturase expression in tomato results in altered aroma profile and enhanced resistance to cold stress.	2010-06	20382895
Comparison of volatile release in tomatillo and different varieties of tomato during chewing.	2010-05	20546394
Oxidative stability of microencapsulated fish oil powders stabilized by blends of chitosan, modified starch, and glucose.	2010-04-14	20222732
Comparison of tomatillo and tomato volatile compounds in the headspace by selected ion flow tube mass spectrometry (SIFT-MS).	2010-04	20492278
Products and mechanism of the reaction of chlorine atoms with 3-pentanone in 700-950 torr of N(2)/O(2) diluent at 297-515 K.	2010-01-14	19883042
A general method for the synthesis of 3,5-diarylcyclopentenones via friedel-crafts acylation of vinyl chlorides.	2009-07-17	19485346
Monitoring of autoxidation in LCPUFA-enriched lipid microparticles by electronic nose and SPME-GCMS.	2009-06-15	19362186
Photooxidation of leaf-wound oxygenated compounds, 1-penten-3-ol, (Z)-3-hexen-1-ol, and 1-penten-3-one, initiated by OH radicals and sunlight.	2009-03-15	19368179
Metabolic characterization of loci affecting sensory attributes in tomato allows an assessment of the influence of the levels of primary metabolites and volatile organic contents.	2009	19346240
The use of headspace solid phase microextraction for the characterization of volatile compounds in olive oil matrices.	2008-10-19	18804607
Studies on the aroma of five fresh tomato cultivars and the precursors of cis- and trans-4,5-epoxy-(E)-2-decenals and methional.	2008-05-28	18459793
Stereocontrolled synthesis of polyfunctionalized cis-decalins from 2-methoxyphenols: total syntheses of (+/-)-eremopetasidione, (+/-)-3 beta-angeloyloxyfuranoeremophilane, and (+/-)-3 beta-methacryloyloxyfuranoeremophilane.	2008-04-04	18324829
Diastereo- and enantioselective hydrogenative aldol coupling of vinyl ketones: design of effective monodentate TADDOL-like phosphonite ligands.	2008-03-05	18266373
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	17988147
Volatile compounds characterizing Tunisian Chemlali and Chétoui virgin olive oils.	2007-09-19	17708651
Rhodium-catalyzed reductive mannich coupling of vinyl ketones to N-sulfonylimines mediated by hydrogen.	2007-07-20	17583961
Spirodionic acid, a novel metabolite from Streptomyces sp., part 2: total synthesis through a twofold michael addition as a selective spiroannelation strategy.	2007	17583902
Ruthenium-Lewis acid catalyzed asymmetric Diels-Alder reactions between dienes and alpha,beta-unsaturated ketones.	2007	17226865
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	17177457
Volatile compound biosynthesis by green leaves from an Arabidopsis thaliana hydroperoxide lyase knockout mutant.	2006-10-18	17032029
Ozone's impact on public health: contributions from indoor exposures to ozone and products of ozone-initiated chemistry.	2006-10	17035131
A new approach to promoting sluggish Diels-Alder reactions: dihapto-coordination of the diene.	2006-02-08	16448094
Hydrogen-mediated aldol reductive coupling of vinyl ketones catalyzed by rhodium: high syn-selectivity through the effect of tri-2-furylphosphine.	2006-02-02	16435874
Chiral phosphine lewis bases catalyzed asymmetric aza-Baylis-Hillman reaction of N-sulfonated imines with activated olefins.	2005-03-23	15771513
Catalytic, asymmetric aza-Baylis-Hillman reaction of N-sulfonated imines with activated olefins by quinidine-derived chiral amines.	2005-03-04	15669042
Rapid access to 2'-branched-carbocyclic nucleosides and their 4'-epimers from 2-alkyl-cyclopentene-1-ones.	2005	16248017
Gamma-hydroxyalkenals are oxidatively cleaved through Michael addition of acylperoxy radicals and fragmentation of intermediate beta-hydroxyperesters.	2004-09-22	15366898
Development of chiral pincer palladium complexes bearing a pyrroloimidazolone unit. Catalytic use for asymmetric Michael addition.	2004-05-27	15151426
Modeling the sensory impact of defined combinations of volatile lipid oxidation products on fishy and metallic off-flavors.	2004-03-24	15030223
Chemical and olfactometric characterization of volatile flavor compounds in a fish oil enriched milk emulsion.	2004-01-28	14733514
The biochemical origin of pentenol emissions from wounded leaves.	2003-01	12482451
Synthesis and anti-tumor activity of novel combretastatins: combretocyclopentenones and related analogues.	2002-08-05	12113817
Competition and selectivity of organic reactions on semiconductor surfaces: reaction of unsaturated ketones on Si(100)-2 x 1 and Ge(100)-2 x 1.	2002-07-31	12137555
Characterization of the most odor-active compounds of Iberian ham headspace.	2002-03-27	11902946
Mono and double polar [4 + 2(+)] Diels-Alder cycloaddition of acylium ions with O-heterodienes.	2002-02	11857758
Antioxidative function and substrate specificity of NAD(P)H-dependent alkenal/one oxidoreductase. A new role for leukotriene B4 12-hydroxydehydrogenase/15-oxoprostaglandin 13-reductase.	2001-11-02	11524419
Inhalation toxicity studies of the alpha,beta-unsaturated ketones: ethyl vinyl ketone.	2001-08	11498798
The first total synthesis of (+/-)-eremopetasidione.	2001-01-25	11430050

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:35:04 GMT 2025` Edited by `admin` on `Mon Mar 31 18:35:04 GMT 2025`
Record UNII	R0053Y1AZ7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ETHYL VINYL KETONE

Systematic Name

English

1-PENTEN-3-ONE

Preferred Name

English

1-PENTEN-3-ONE [FHFI]

Common Name

English

FEMA NO. 3382

Code

English

NSC-81211

Code

English

Classification Tree Code System Code

JECFA EVALUATION

1-PENTEN-3-ONE