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W338206

Sigma-Aldrich

Ethyl vinyl ketone

≥97%, stabilized with BHT, FG

Synonym(s):

1-Penten-3-one, Ethyl vinyl ketone

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About This Item

Linear Formula:
C2H5COCH=CH2
CAS Number:
1629-58-9
Molecular Weight:
84.12
FEMA Number:
3382
Beilstein/REAXYS Number:
1735857
EC Number:
216-624-3
Council of Europe no.:
11179
MDL number:
MFCD00009316
UNSPSC Code:
12164502
PubChem Substance ID:
24901679
Flavis number:
7.102
NACRES:
NA.21
organoleptic:
garlic; onion; pungent
grade:
FG
Fragrance grade
Halal
Kosher
biological source:
synthetic
agency:
follows IFRA guidelines
meets purity specifications of JECFA
food allergen:
no known allergens

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

assay

≥97%

contains

BHT as stabilizer

refractive index

n20/D 1.419 (lit.)

bp

38 °C/60 mmHg (lit.)

density

0.851 g/mL at 20 °C
0.845 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

garlic; onion; pungent

SMILES string

CCC(=O)C=C

InChI

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

InChI key

JLIDVCMBCGBIEY-UHFFFAOYSA-N

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General description

Ethyl vinyl ketone is a volatile flavor compound mainly found in tomatoes.[1] It may be responsible for the raw bean odor and flavor in soybeans.[2]

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

14.0 °F - closed cup

flash_point_c

-10 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCC2993
MKBZ9269V
MKBX9905V
MKBX8447V
MKBW8197V

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Identification of a volatile component in soybeans that contributes to the raw bean flavor.
Mattick LR & Hand DB.
Journal of Agricultural and Food Chemistry, 17(1),, 15-17 (1969)
J C Meillon et al.
Nucleosides, nucleotides & nucleic acids, 24(5-7), 695-699 (2005-10-27)
2-Methyl-2-cyclopentene-1-one was used as starting material in a novel route toward 2'-branchedcarbocyclic nucleosides. This methodology was efficiently adapted to the preparation of 4'-epicarbocycles. A series of this new class of molecules was synthesized as potential antiviral compounds.
Yingju Xu et al.
The Journal of organic chemistry, 74(14), 5100-5103 (2009-06-03)
A general approach for the synthesis of 3,5-diarylcyclopentenones was developed. Key aspects of this approach are the intramolecular Friedel-Crafts-type cyclization of vinyl chlorides and subsequent Pd-catalyzed cross-coupling reactions. The requisite vinyl chloride-bearing arylacetic acid precursors are readily available by straightforward
C Deininger et al.
Journal of applied toxicology : JAT, 10(3), 167-171 (1990-06-01)
The mutagenic and genotoxic effects of ethylvinyl ketone were investigated. This alpha, beta-unsaturated carbonyl compound is widely distributed in the environment, in particular in food. Whereas ethylvinyl ketone shows only weak genotoxicity in the SOS Chromotest with Escherichia coli PQ37
E Eder et al.
Chemical research in toxicology, 4(1), 50-57 (1991-01-01)
The reaction of the alpha, beta-unsaturated ketones methyl vinyl ketone (MVK) and ethyl vinyl ketone (EVK) with nucleosides and 5'-mononucleotides was studied. The genotoxic activity of MVK and EVK in the SOS Chromotest was investigated. Three different types of adducts
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