ChemicalBook--->CAS DataBase List--->109-93-3

109-93-3

109-93-3 Structure

109-93-3 Structure
IdentificationBack Directory
[Name]

Vinyl ether
[CAS]

109-93-3
[Synonyms]

Vinydan
Vinethene
Vinesthesin
Vinyl ether
Divinyl ether
divinyl oxide
ethenyloxyethene
vinyloxyethylene
(vinyloxy)ethene
1,1'-oxybisethene
Ethene, 1,1'-oxybis- (9CI)
[EINECS(EC#)]

203-720-5
[Molecular Formula]

C4H6O
[MOL File]

109-93-3.mol
[Molecular Weight]

70.0898
Chemical PropertiesBack Directory
[Melting point ]

-101.1°C
[Boiling point ]

bp 28.4°
[density ]

d2020 0.774; d420 0.773
[refractive index ]

nD20 1.3989
[Water Solubility ]

5.25g/L(37 ºC)
[Dielectric constant]

3.9(20℃)
[EPA Substance Registry System]

Ethene, 1,1'-oxybis- (109-93-3)
Hazard InformationBack Directory
[Uses]

Copolymer with 3–5% polyvinyl chloride for plastic products such as clear plastic bottles; medicine (anesthetic, for brief operations only).
[General Description]

A clear colorless liquid with a characteristic odor. Flash point below -22°F. Less dense than water. Autoignition temperature 680°F. Slightly soluble in water; miscible with alcohol, acetone, chloroform, and ether. Must be protected from light.Vapors heavier than air. Toxic by inhalation.
[Air & Water Reactions]

Highly flammable. Slightly soluble in water. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154, 164].
[Reactivity Profile]

Ethers, such as DIVINYL ETHER, can act as bases. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert. Vinyl ether is miscible with alcohol, acetone, chloroform and ether and must be protected from light [Hawley].
[Health Hazard]

Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
[Description]

Divinyl ether is a mobile, colorless, inflammable liquid with a characteristic sweet odor, bp 28.4 ?C. Approximately 4 % ethanol is added as a stabilizer. Divinyl ether may contain 0.0077 % of a stabilizer, phenyl-α- naphthylamine, that produces a slightly reddish fluorescence.
[Chemical Properties]

Clear, colorless liquid with a characteristicodor; boils at 28.5°C (83°F); density 0.774[at 20°C (68°F)]; soluble in most organicsolvents, slightly soluble in water [0.53 g/dLat 37°C (98°F)].
[Definition]

ChEBI: Vinyl ether is an ether.
[Indications]

Divinyl ether is used for minor surgery, obstetrics, dentistry, and inducing anesthesia. A certain degree of hepatotoxicity rules out long-term use. Hypersecretion has also been observed. Divinyl ether increases and decreases in tissue levels faster than diethyl ether.
[Fire Hazard]

Highly flammable; flash point (closed cup) < -30°C (<-22°F); vapor density 2.4 (air = 1); the vapor is heavier than air and can travel a considerable distance to a source of igni tion and flash back; autoignition temperature 360°C (680°F); can be ignited by lightning or static electricity; fire-extinguishing agent: dry chemical, foam, or CO2; use a water spray to keep fire-exposed containers cool and to disperse the vapors
Vinyl ether forms explosive mixtures with air, with LEL and UEL values of 1.7% and 27% by volume of air, respectively. It forms unstable peroxides on long standing or in the presence of oxygen. These peroxides can explode spontaneously or when heated. It decomposes to acetaldehyde (toxic and highly flammable) when exposed to light.
[Synthesis]

Divinyl ether is prepared by the reaction of liquefied alkali hydroxide or sodium alkoxide on β,β_x0002_-dihalodiethyl ether or by pyrolysis of α,α_x0002_-dichlorodiethyl ether in the gas phase at 600 – 800 ?C in the presence of barium chloride catalyst .
[storage]

Vinyl ether is stored in a flammable-liquidsstorage room or cabinet separated from oxidizing and combustible materials. It shouldbe protected from physical damage andfrom static electricity or lightning. It isshipped in amber glass bottles or metaldrums.
[Waste Disposal]

Vinyl ether is mixed with an excess ofhigher-boiling solvent and burned in a chem ical incinerator equipped with an afterburnerand scrubber. Small amounts, free of peroxides, can be evaporated in a fume hood awayfrom a source of ignition.
Safety DataBack Directory
[RIDADR ]

1167
[HazardClass ]

3.1
[PackingGroup ]

I
[Safety Profile]

Mildly toxic by inhalation. Mutation data reported. Prolonged exposure causes liver injury. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. A severe explosion hazard in the form of vapor when exposed to heat or flame. Forms peroxides when exposed to air or oxygen. Hypergolic reaction with concentrated nitric acid. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. Used as an inhalation anesthetic. See also ETHERS.
[Toxicity]

LC50 (3 hr in air) in mice, rats (mg/l): 146.8, 386.5 (Molitor)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

ethenylsulfanylethene-->2-IODOETHYL ETHER-->ETHYLENE GLYCOL DIVINYL ETHER, 96-->2,2'-Dichlorodiethyl ether-->Acetal-->2-Chloroethyl vinyl ether
[Preparation Products]

n-Butyl vinyl ether-->oil agent for synthetic fiber-->alcohol polyoxyethylene ether phosphoric monoester-->high-temperature leveling agent FZ-802-->detergent 801-->perfluorinated sulfonic acid resin-->2-METHYL-1,3-DIOXOLANE-->(3Z)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one
Spectrum DetailBack Directory
[Spectrum Detail]

Vinyl ether(109-93-3)1HNMR
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