ChemicalBook Product Catalog Chemical Reagents Organic reagents Ethers Ethyl vinyl ether

Ethyl vinyl ether

Ethyl vinyl ether Basic information
Product Name:Ethyl vinyl ether
Synonyms:Ethyl vinyl ether, 99%, stabilized;ether,ethylvinyl;ether,vinylethyl;ethoxy-ethen;Ethyl Vinyl Ether (stabilized with KOH);Vinyl ethyl ether: (Ethoxy ethene);Ethoxyetylene, ethyl vinyl ether;Ethyl Vinyl Ether, Stab. With ca 0.1% N,N-Diethylaniline
CAS:109-92-2
MF:C4H8O
MW:72.11
EINECS:203-718-4
Product Categories:Pharmaceutical Intermediates;Intermediates;Fine Chemicals
Mol File:109-92-2.mol
Ethyl vinyl ether Structure
Ethyl vinyl ether Chemical Properties
Melting point -116 °C (lit.)
Boiling point 33 °C (lit.)
density 0.753 g/mL at 25 °C (lit.)
vapor pressure 560 hPa (20 °C)
refractive index n20/D 1.376(lit.)
Fp −50 °F
storage temp. 2-8°C
solubility 8.3g/l
form Liquid
color Clear colorless
explosive limit1.3-12.0%(V)
Water Solubility 7.8 g/L (25 ºC)
BRN 605351
Exposure limitsACGIH: Ceiling 2 mg/m3
NIOSH: Ceiling 2 mg/m3
Stability:Stable. Highly flammable. Incompatible with strong oxidizing agents. May form peroxides in storage - check for their formation before use.
InChIKeyFJKIXWOMBXYWOQ-UHFFFAOYSA-N
LogP1.63 at 25℃
CAS DataBase Reference109-92-2(CAS DataBase Reference)
NIST Chemistry ReferenceEthene, ethoxy-(109-92-2)
EPA Substance Registry SystemVinyl ethyl ether (109-92-2)
Safety Information
Hazard Codes F+,Xi,F
Risk Statements 12-19-36/37/38-11
Safety Statements 16-23-26-3/7-33-36-9
RIDADR UN 1302 3/PG 1
WGK Germany 1
RTECS KO0710000
F 19
Autoignition Temperature178 °C
TSCA Yes
HazardClass 3
PackingGroup I
HS Code 29091900
Hazardous Substances Data109-92-2(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 6120 mg/kg LD50 dermal Rabbit > 15000 mg/kg
MSDS Information
ProviderLanguage
Ethyl vinyl ether English
SigmaAldrich English
ACROS English
ALFA English
Ethyl vinyl ether Usage And Synthesis
Chemical PropertiesColorless liquid. Extremely reactive, can be polymerized in liquid or vapor phase. Slightly soluble in water (0.9% by weight). Commercial material contains inhibitor to prevent premature polymerization. Often stored underground to minimize vapor losses.
UsesCopolymerization, intermediate.
UsesEthyl vinyl ether is used in fragrances, lubricating oil additives and spices preparation. It acts as an intermediate for sulfadiazine. It finds application in pharmaceuticals as anesthetics and analgesics. Further, it is used as a solvent in organic synthesis.
General DescriptionA clear colorless low-boiling liquid (35-36°C) with an ether-like odor. Flash point below -50°F. May polymerize exothermically if heated or contaminated. If polymerization takes place inside a container, the container may rupture violently. Less dense than water and slightly soluble in water. Hence floats on water. Vapors are heavier than air.
Air & Water ReactionsHighly flammable. Slightly soluble in water. Tends to form explosively unstable peroxides when exposed to oxygen.
Reactivity ProfileEthyl vinyl ether is a very dangerous fire and explosion hazard when exposed to heat or flame. Undergoes autooxidation with formation of peroxides in the air. Can react vigorously with oxidizing materials. Undergoes explosive polymerization in contact with methanesulfonic acid [Eaton, P. E. et al., J. Org. Chem., 1972, 37, p. 1947].
HazardCarcinogen.
Health HazardINHALATION OR INGESTION: Excitement followed by unconsciousness and respiratory paralysis. CNS depression. EYES: May cause irritation and transient injury to cornea. SKIN: Prolonged contact can cause tissue defatting and dehydration leading to dermatitis.
Fire HazardBehavior in Fire: Explosive hazard
Safety ProfileMddly toxic by ingestion. Mutation data reported. A skin irritant. A very dangerous fire and explosion hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use alcohol foam, foam, CO2, dry chemical. Explosive polymerization is catalyzed by methane sulfonic acid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS.
Purification MethodsIt usually contains polymerization inhibitors (usually amines, e.g. triethanolamine) which can be removed by fractional distillation. Redistil it from sodium. [Beilstein 1 IV 2049.] LACHRYMATORY.
Ethyl vinyl ether Preparation Products And Raw materials
Raw materialsCalcium carbide-->Acetylene
Preparation Products(3-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-YL)METHANAMINE-->1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID-->3-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOLE-5-CARBOXYLIC ACID-->3-Bromo-7-(trifluoromethyl)imidazo[1,2-a]pyrimidine-->(1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOL-4-YL)METHANOL-->7-(TRIFLUOROMETHYL)-3-IODOIMIDAZO[1,2-A]PYRIMIDINE-->(3-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-YL)METHANOL-->3-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-AMINE-->1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOL-4-AMINE-->ETHYL 1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE-->ETHYL 1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE-->4-BROMO-3-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOLE-->1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID-->2-Hydrazino-4-(trifluoromethyl)pyrimidine-->1-PHENYL-3-(TRIFLUOROMETHYL)PYRAZOLE-->N-BOC-3-AMINOOXETANE-3-CARBOXYLIC ACID-->2-METHYL-5-TRIFLUOROMETHYL-2H-PYRAZOLE-3-CARBOXYLIC ACID-->2-Chloro-4-(trifluoromethyl)pyrimidine-->Milrinone-->1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-5-CARBOXYLIC ACID-->5-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE-->4-BROMO-1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-->Sulfadiazine-->1-TERT-BUTYL-4-BROMO-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-->Glutaraldehyde-->1-[4-(TRIFLUOROMETHYL)PYRIMID-2-YL]PIPERAZINE-->1-METHYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-->METHYL 3-AMINOOXETANE-3-CARBOXYLATE-->4-BROMO-5-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOLE-->5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-4-CARBALDEHYDE-->1-TERT-BUTYL-4-BROMO-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE-->4-BROMO-5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOLE-->1-TERT-BUTYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBALDEHYDE-->2-Hydroxy-4-(trifluoromethyl)pyrimidine-->2-(METHYLTHIO)-4-(TRIFLUOROMETHYL)PYRIMIDINE
Vinylmagnesium bromide POLY(ETHYL VINYL ETHER) Triethoxyvinylsilane Trinexapac-ethyl Ethanol N-Vinyl-2-pyrrolidone Ethylbenzene Vinyl ester resin Ethylparaben VINYL PROPIONATE ISOXADIFEN-ETHYL Diethyl ether Ethyl acetate Silicone rubber,methyl-vinyl Sodium ethylenesulphonate Dimethyl ether 4-Vinylpyridine Vinyl resin
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