ChemicalBook--->CAS DataBase List--->109-53-5

109-53-5

109-53-5 Structure

109-53-5 Structure
IdentificationMore
[Name]

Isobutyl vinyl ether
[CAS]

109-53-5
[Synonyms]

1-(ethenyloxy)-2-methyl-propane
ISOBUTYL VINYL ETHER
VINYL ISOBUTYL ETHER
1-(ethenyloxy)-2-methyl-propan
1-(Vinyloxy)-2-methyl-propane
1-Isobutoxyethylene
2-methyl-1-propylvinylether
2-Methyl-1-vinyloxypropane
2-Methyl-1-vinyloxy-propane
Ethenyl2-methylpropylether
Ether, isobutyl vinyl
ether,isobutylvinyl
Isobutanol vinyl ether
isobutoxyethene
isobutoxy-ethene
IVE
Lutanol LR 8500
Propane, 1-(ethenyloxy)-2-methyl-
Vinoflex MO 400
vinoflexmo400*
[EINECS(EC#)]

203-678-8
[Molecular Formula]

C6H12O
[MDL Number]

MFCD00008934
[Molecular Weight]

100.16
[MOL File]

109-53-5.mol
Chemical PropertiesBack Directory
[Appearance]

Colorless liquid. Very slightly soluble in water; soluble in alcohol and ether; easily polymerized.
[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)
[Detection Methods]

GC,NMR
[BRN ]

1560159
[Henry's Law Constant]

3.9×10-3 mol/(m3Pa) at 25℃, Raventos-Duran et al. (2010)
[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℃
[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.
[CAS DataBase Reference]

109-53-5(CAS DataBase Reference)
[NIST Chemistry Reference]

Vinylisobutyl ether(109-53-5)
[EPA Substance Registry System]

109-53-5(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

F,Xi
[Risk Statements ]

R11:Highly Flammable.
R38:Irritating to the skin.
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
S33:Take precautionary measures against static discharges .
S37:Wear suitable gloves .
[RIDADR ]

UN 1304 3/PG 2
[WGK Germany ]

1
[RTECS ]

KO1300000
[F ]

9
[TSCA ]

TSCA listed
[REACH Registrations]

Active
[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.
Hazard InformationBack Directory
[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.
[Reactivity Profile]

VINYL ISOBUTYL ETHER(109-53-5) 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.
[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].
[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.
[Chemical Properties]

Colorless liquid. Very slightly soluble in water; soluble in alcohol and ether; easily polymerized.
[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:
Isobutyl vinyl ether
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.]
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Vinyl isobutyl ether)(109-53-5).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Isobutyl vinyl ether(109-53-5)MS
Isobutyl vinyl ether(109-53-5)1HNMR
Isobutyl vinyl ether(109-53-5)13CNMR
Isobutyl vinyl ether(109-53-5)IR1
Isobutyl vinyl ether(109-53-5)IR2
Isobutyl vinyl ether(109-53-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Isobutyl vinyl ether, stabilized, 99.50%(109-53-5)
[Sigma Aldrich]

109-53-5(sigmaaldrich)
[TCI AMERICA]

Isobutyl Vinyl Ether  (stabilized with KOH),>99.0%(GC)(109-53-5)
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