Ethyl vinyl ketone

Ethyl vinyl ketone Basic information
Product Name:Ethyl vinyl ketone
Synonyms:1-Penten-3-on;1-penten-3-one (ethyl vinyl ketone);Ethyl vinyl ketone, 97%, stab. with ca 0.1% 2,6-di-tert-butyl-4-methylphenol;Ethyl vinyl ketone, 98%, stabilized;4-Penten-3-one;Ethenyl ethyl ketone;Ethyl vinyl ketone, 97%, stab. with ca 0.1% BHT;Ethyl vinyl ketoneEVK
CAS:1629-58-9
MF:C5H8O
MW:84.12
EINECS:216-624-3
Product Categories:Pyridines;ketone Flavor
Mol File:1629-58-9.mol
Ethyl vinyl ketone Structure
Ethyl vinyl ketone Chemical Properties
Melting point 59-61 °C
Boiling point 38 °C/60 mmHg (lit.)
density 0.851 g/mL at 20 °C 0.845 g/mL at 25 °C (lit.)
FEMA 3382 | 1-PENTEN-3-ONE
refractive index n20/D 1.419(lit.)
Fp 20 °F
storage temp. 2-8°C
solubility Chloroform (Sparingly), Methanol (Slightly)
form Liquid
color Clear colorless to amber
Odorat 1.00 % in propylene glycol. pungent peppery mustard garlic onion
Odor Typespicy
Water Solubility Insoluble in water; soluble in most organic solvents.
JECFA Number1147
BRN 1735857
Exposure limitsACGIH: TWA 2 mg/m3
NIOSH: TWA 10 mg/m3
LogP0.65
CAS DataBase Reference1629-58-9(CAS DataBase Reference)
NIST Chemistry Reference1-Penten-3-one(1629-58-9)
EPA Substance Registry SystemEthyl vinyl ketone (1629-58-9)
Safety Information
Hazard Codes F,T
Risk Statements 11-23/24/25-34
Safety Statements 26-36/37/39-45-16
RIDADR UN 3286 3/PG 2
WGK Germany 3
RTECS SB3800000
10-23
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29141900
ToxicityLD50 ivn-mus: 56 mg/kg CSLNX* NX#00948
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Ethyl vinyl ketone Usage And Synthesis
Chemical Propertiesclear colorless to amber liquid
Chemical Properties1-Penten-3-one has a powerful, penetrating odor. This compound is also reported as having a pungent, mustard odor. It polymerizes readily with heat or in the presence of alkali.
OccurrenceReported found in banana, orange peel oil, grapefruit juice and peel, peach, lean fish, fish oil, chicken fat, black tea, soybean, defatted soybean, lovage leaf, endive, chive, oysters, clam, boiled and cooked beef, kiwifruit, guava, grapes, tomato, butter and maté.
UsesEthyl vinyl ketone is used as reagent for annulation.
PreparationBy reacting ethylene with a mixture of propionyl chloride, aluminum trichloride and carbon disulfide.
DefinitionChEBI: 1-penten-3-one is an enone that is pent-1-ene substituted by an oxo group at position 3. It has a role as a human metabolite, a flavouring agent, a plant metabolite and a genotoxin.
Aroma threshold valuesDetection: 1 to 13 ppb
Taste threshold valuesTaste characteristics at 5.0 ppm: pungent, ethereal, peppery, garlic, onion, fishy and mustard with a hot nuance.
General DescriptionEthyl vinyl ketone is a volatile flavor compound mainly found in tomatoes. It may be responsible for the raw bean odor and flavor in soybeans.
Safety ProfilePoison by intravenous route. When heated to decomposition it emits acrid smoke and irritating fumes. See also KETONES
Jasmone TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)YTTERBIUM TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) L(-)-Carvone PR(TMHD)3 4-CARBETHOXY-2-ETHYL-3-METHYL-2-CYCLOHEXEN-1-ONE 3-ETHOXY-2-CYCLOHEXEN-1-ONE 2,5-Dimethyl-3,4-diphenylcyclopentadienone 2-Cyclopenten-1-one 4-CARBETHOXY-3-METHYL-2-CYCLOHEXEN-1-ONE DDQ 3,5-Dimethyl-2-cyclohexen-1-one Isophorone 2-Cyclohexen-1-one 3-Methyl-2-cyclohexen-1-one Tetraphenylcyclopentadienone 3-Methyl-2-cyclopenten-1-one TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III)

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