|
|
| | Isobutyl vinyl ether Basic information |
| Product Name: | Isobutyl vinyl ether | | Synonyms: | VINYL ISOBUTYL ETHER;vinoflexmo400*;Vinyl isobutyl ether, inhibited;1-(ethenyloxy)-2-methyl-propane;ISOBUTYL VINYL ETHER;ISO-BUTYLVINYL ETHER STABILISED;ISOBUTYL VINYL ETHER, STAB.;Vinylisobutylether,stabilizedwithKOH | | CAS: | 109-53-5 | | MF: | C6H12O | | MW: | 100.16 | | EINECS: | 203-678-8 | | Product Categories: | fine chemicals;fine chemical | | Mol File: | 109-53-5.mol |  |
| | Isobutyl vinyl ether Chemical Properties |
| Melting point | -112 °C | | Boiling point | 83 °C | | density | 0.769 | | vapor density | 3.45 (vs air) | | vapor pressure | 68 mm Hg ( 20 °C) | | refractive index | n20/D 1.395(lit.) | | Fp | 8 °F | | storage temp. | Flammables area | | form | clear liquid | | color | Colorless to Almost colorless | | Water Solubility | 0.7 g/L (25 ºC) | | BRN | 1560159 | | Dielectric constant | 3.3399999999999999 | | InChI | 1S/C6H12O/c1-4-7-5-6(2)3/h4,6H,1,5H2,2-3H3 | | InChIKey | OZCMOJQQLBXBKI-UHFFFAOYSA-N | | SMILES | CC(C)COC=C | | LogP | 3.07 at 25℃ | | CAS DataBase Reference | 109-53-5(CAS DataBase Reference) | | NIST Chemistry Reference | Vinylisobutyl ether(109-53-5) | | EPA Substance Registry System | Propane, 1-(ethenyloxy)-2-methyl- (109-53-5) |
| Hazard Codes | F,Xi | | Risk Statements | 11-38-52/53 | | Safety Statements | 16-23-24/25-33-37-61 | | RIDADR | UN 1304 3/PG 2 | | WGK Germany | 1 | | RTECS | KO1300000 | | F | 9 | | TSCA | TSCA listed | | HazardClass | 3.1 | | PackingGroup | II | | HS Code | 29091990 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Aquatic Chronic 3
Flam. Liq. 2
Skin Irrit. 2 | | Toxicity | rabbit,LD50,skin,20mL/kg (20mL/kg),American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962. |
| | Isobutyl vinyl ether Usage And Synthesis |
| Chemical Properties | Colorless liquid. Very
slightly soluble in water; soluble in alcohol and
ether; easily polymerized. | | Uses | Isobutyl vinyl ether is use in preparation method and formula of bulk polymerized Chloroether resin. | | Uses | Polymer and copolymers used in surgical adhesives,
coatings, and lacquers; modifier for alkyd and
polystyrene resins; plasticizer for nitrocellulose and
other plastics; chemical intermediate. | | General Description | A clear colorless liquid. Flash point 15°F. May polymerize if contaminated or subjected to heat. If polymerization take place inside a container, the container may violently rupture. Vapors are heavier than air. | | Air & Water Reactions | Highly flammable. Less dense than water and very slightly soluble in water. Tends to form explosive peroxides when exposed to air. When ethers containing peroxides are heated (distilled) they can detonate [Lewis, 3rd ed., 1993, p. 728]. | | Reactivity Profile | Isobutyl vinyl ether is a colorless, moderately toxic liquid, highly flammable. A very dangerous fire hazard when exposed to heat, flame or strong oxidizing agents. Highly explosive in the form of vapor when exposed to open flame or sparks. | | 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 may cause pollution. | | Fire Hazard | HIGHLY 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 Explosibility | Flammable | | Synthesis |
There are two routes for production of IBVE: one uses acetylene as raw material, the other does not use acetylene as raw material. In industry, acetylene route is mainly used for the production of IBVE. IBVE is produced by vinylation of isobutanol with acetylene in the presence of a catalyst:
Commonly used catalysts for the acetylene process are alkali metal hydroxides (such as NaOH and KOH) and alkali metal alkoxides (such as sodium alkoxide and potassium alkoxide).
| | Properties and Applications | Isobutyl vinyl ether (IBVE) has a carbon–carbon double bond and is chemically active. It can react with a wide variety of substances to form various derivatives. IBVE is stable to alkalis but readily hydrolyzes to isobutanol and acetaldehyde under acidic conditions. Therefore, it is often stabilized by addition of a small amount of base such as triethanolamine. | | Purification Methods | Wash the ether three times with equal volumes of aqueous 1% NaOH, dry with CaH2, reflux it with sodium for several hours, then fractionally distil it from sodium. [Beilstein 1 IV 2054.] |
| | Isobutyl vinyl ether Preparation Products And Raw materials |
|