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.)

Flash point:

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

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)

Safety Information

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

Toxicity

rabbit,LD50,skin,20mL/kg (20mL/kg),American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.

MSDS

• Language:English Provider:Vinyl isobutyl ether)
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

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(109-53-5)Related Product Information

• Methyl acetate
• 2-Butoxyethanol
• VINYL PROPIONATE
• Dimethyl ether
• n-Butyl vinyl ether
• DIISOBUTYL ETHER
• Kresoxim-methyl
• Isooctyl alcohol polyoxyethylene ether
• Thiophanate-methyl
• Phenylacetic acid isobutyl ester
• Methyl salicylate
• Di-n-butyl ether
• Piperonyl butoxide
• Tribenuron methyl
• Diafenthiuron
• Ethylbenzene
• DI(PROPYLENE GLYCOL) BUTYL ETHER
• Isobutyl acetate