n-Butyl vinyl ether

n-Butyl vinyl ether Basic information
Product Name:n-Butyl vinyl ether
Synonyms:ether,butylvinyl;etherbutylvinylique(french);n-C4H9OCH=CH2;Shostakovsky balsam;BUTYLVINYLAETHER S;N-BUTYL VINYL ETHER;VINYL N-BUTYL ETHER;Butyl vinyl ether contains 0.01% potassium hydroxide as stabilizer, 98%
CAS:111-34-2
MF:C6H12O
MW:100.16
EINECS:203-860-7
Product Categories:K00001
Mol File:111-34-2.mol
n-Butyl vinyl ether Structure
n-Butyl vinyl ether Chemical Properties
Melting point −92 °C(lit.)
Boiling point 94 °C(lit.)
density 0.774 g/mL at 25 °C(lit.)
vapor density 3.5 (vs air)
vapor pressure 42 mm Hg ( 20 °C)
refractive index n20/D 1.400(lit.)
Fp 15 °F
storage temp. 2-8°C
solubility 3g/l
form Liquid
color Clear
explosive limit1.2-8.6%(V)
Water Solubility 3 g/L (20 ºC)
BRN 1560217
InChIKeyUZKWTJUDCOPSNM-UHFFFAOYSA-N
LogP3.15 at 20℃
CAS DataBase Reference111-34-2(CAS DataBase Reference)
NIST Chemistry ReferenceButane, 1-(ethenyloxy)-(111-34-2)
EPA Substance Registry SystemButyl vinyl ether (111-34-2)
Safety Information
Hazard Codes F
Risk Statements 11-19-2017/11/19
Safety Statements 9-14-16-33
RIDADR UN 2352 3/PG 2
WGK Germany 2
RTECS KN5950000
Autoignition Temperature437 °F
TSCA Yes
HS Code 2909 19 90
HazardClass 3
PackingGroup II
Hazardous Substances Data111-34-2(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 10000 mg/kg LD50 dermal Rabbit 3300 mg/kg
MSDS Information
ProviderLanguage
1-(Ethenyloxy)butane English
SigmaAldrich English
ACROS English
ALFA English
n-Butyl vinyl ether Usage And Synthesis
Chemical Propertiesclear liquid
UsesButyl Vinyl Ether is a reagent used in organic chemical reactions and the preparation of pharmaceutical compounds used in anticancer therapy. It is also used in the synthesis of potent inhibitors for PDE5. It is also used in the synthesis of copolymers and as an acrylic/vinyl acetate resin comonomer.
UsesSynthesis, copolymerization.
Manufacturing Process(1) It is derived from the reaction of acetylene and butanol. This method requires less equipment and high selectivity. (2) It is obtained by the reaction of acetaldehyde and n-butanol. This method of cleavage from acetal is also a common process for vinyl ethers. Another relatively new method is the reaction of alcohol, ethylene and oxygen in the presence of palladium chloride-copper chloride catalyst to give n-Butyl vinyl ether.
General DescriptionA liquid. Flash point 0°F. Less dense than water. Vapors heavier than air. May irritate skin and eyes. Used to make other chemicals.
Air & Water ReactionsHighly flammable. Slightly soluble in water; soluble in alcohol and ether. Ethers tend to form unstable peroxides when exposed to oxygen. Ethyl, isobutyl, ethyl tert-butyl, and ethyl tert-pentyl ether are particularly hazardous in this respect. Ether peroxides can sometimes be observed as clear crystals deposited on containers or along the surface of the liquid.
Reactivity ProfileEthers, such as BUTYL VINYL 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.
Health HazardInhalation 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 may cause pollution.
Fire HazardHIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. May polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Flammability and ExplosibilityHighlyflammable
Safety ProfileMildly toxic by ingestion, skin contact, and inhalation. A skin and eye irritant. A very dangerous fire hazard when exposed to heat or flame. To fight fire, use foam, CO2, dry chemical, alcohol foam. Moderately explosive by spontaneous chemical reaction. Can react with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes. See also ETHERS.
Potential ExposureButyl vinyl ether is an extremely flammable, colorless liquid. ether like odor. Molecular weight 5 100.2; specific gravity (H2O:1) 5 0.8; boiling point 5 94C; freezing/melting point 5 2112.8C; vapor density (air 5 1) 5 3.5; flash point 5 29.4C (oc); Autoignition temperature 5 255C. Hazard identification (based on NFP A-704 M Rating System): Health 2; flammability 3; reactivity 1 ?. Slightly soluble in water
ShippingUN2352 Butyl vinyl ether, stabilized, Hazard Class: 3; Labels: 3—Flammable liquid.
Purification MethodsAfter five washings with equal volumes of water to remove alcohols (made slightly alkaline with KOH), the ether is dried with sodium and distilled under vacuum, taking the middle fraction [Coombes & Eley J Chem Soc 3700 1957]. Store it over KOH. [Beilstein 1 IV 2052.]
IncompatibilitiesVapors may form explosive mixture with air. Moderately explosive by spontaneous chemical reaction. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids,
3-methyl-1-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-1,4-dien-3-ol Methoxyethene Robinin ETHYLENE GLYCOL BUTYL VINYL ETHER Cyhalofop-butyl AVICULARIN SECOLOGANIN Myricitrin Buprofezin 4-(4-CHLORO-BENZYLOXY)-PHENYLAMINE Vinyl ester resin 2-ETHYLHEXANOIC ACID VINYL ESTER Harpagoside Silicone rubber,methyl-vinyl Picroside II Vinyl resin N-BUTANE Hyperoside

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