Isobutyl vinyl ether

Structural formula
General
Surname	Isobutyl vinyl ether
other names	Vinyl isobutyl ether; 1- (ethenyloxy) -2-methyl-propane;
Molecular formula	C 6 H 12 O
Brief description	Highly flammable, volatile, colorless liquid with an ethereal odor
External identifiers / databases
EC number	203-678-8
ECHA InfoCard	100.003.345
PubChem	7992
Wikidata	Q1418767
properties
Molar mass	100.16 g mol −1
Physical state	liquid
density	0.77 g cm −3
Melting point	−132 ° C
boiling point	83 ° C
Vapor pressure	90 h Pa (20 ° C)
solubility	very bad in water (0.7 g l −1 at 25 ° C)
Refractive index	1.394-1.396
safety instructions
H and P phrases	H: 225-315-412
	EUH: 019
	P: 210-273
Toxicological data	17 ml kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Isobutyl vinyl ether is an organic chemical compound belonging to the group of enol ethers . It is in the form of a colorless liquid.

history

During World War II, isobutyl vinyl ether was used as a fuel in the German waterfall rocket .

Extraction and presentation

Isobutyl vinyl ether can be obtained from isobutanol and ethyne by Reppe synthesis .

properties

Isobutyl vinyl ether has a viscosity of 0.48 mPa ・ s at 5 ° C.

use

Isobutyl vinyl ether is used as a reactive diluent in hybrid radiation curing and as an intermediate product in the manufacture of polymers (e.g. polyisobutyl vinyl ether ) and other chemical compounds.

safety instructions

Isobutyl vinyl ether is chemically unstable at elevated temperatures and tends to polymerize spontaneously. Therefore, 0.1% potassium hydroxide or DEA is often added for stabilization . It forms explosive peroxide in air (flash point: −9 ° C, ignition temperature: 205 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on isobutyl vinyl ether in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
↑ Entry on isobutyl vinyl ether at ChemBlink , accessed on February 25, 2011.
^ ^A ^b Fisher Scientific: Data Sheet , accessed February 14, 2013.
↑ ^a ^b BASF: data sheet .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on isobutyl vinyl ether in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .

[2] Entry on isobutyl vinyl ether at ChemBlink , accessed on February 25, 2011.

[fisher-3] A ^b Fisher Scientific: Data Sheet , accessed February 14, 2013.

[BASF-4] BASF: data sheet .