1,2-epoxybutane

Structural formula
	Simplified structural formula without stereochemistry
General
Surname	1,2-epoxybutane
other names	2-Ethyloxirane ( IUPAC ); 1,2-butylene oxide; 1-butene oxide;
Molecular formula	C 4 H 8 O
Brief description	colorless liquid with a slightly sweet odor
External identifiers / databases
EC number	203-438-2
ECHA InfoCard	100.003.127
PubChem	7834
Wikidata	Q2539029
properties
Molar mass	72.11 g mol −1
Physical state	liquid
density	0.83 g cm −3 (20 ° C)
Melting point	−150 ° C
boiling point	65 ° C
Vapor pressure	177 h Pa (20 ° C)
solubility	soluble in water (59 g l −1 at 20 ° C)
Refractive index	1.384 (20 ° C)
safety instructions
H and P phrases	H: 225-302 + 312 + 332-315-319-335-351
	P: 210-240-302 + 352-305 + 351 + 338-308 + 313-403 + 233-308 + 313-403 + 235
Toxicological data	1850 mg kg −1 ( LD 50 , rabbit , transdermal ) ; 500 mg kg −1 ( LD 50 , rat , oral ) ; 6.3 mg l −1 per 4h ( LC 50 , rat , inh. ) ;
	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

1,2-Epoxybutane is a reactive chemical from the group of epoxides .

Isomers

The compound is chiral , there are two stereoisomers ( R ) -1,2-epoxybutane and ( S ) -1,2-epoxybutane. These pure enantiomers do not play a significant role, the technical product is a racemate [1: 1 mixture of ( R ) -1,2-epoxybutane and ( S ) -1,2-epoxybutane].

Extraction and presentation

1,2-Epoxybutane can be obtained by epoxidizing 1-butene with peroxyacetic acid .

properties

1,2-Epoxybutane is a highly flammable, volatile, colorless liquid with a slightly sweet odor that is soluble in water.

use

1,2-Epoxybutane is mainly used as an intermediate in the synthesis of fuel additives, nonionic surfactants , defoamers and various other products. It also serves as a stabilizer in chlorinated hydrocarbon solvents (for example trichlorethylene and 1,1,1-trichloroethane ).

safety instructions

The vapors of 1,2-epoxybutane can form an explosive mixture with air ( flash point −15 ° C, ignition temperature 370 ° C). The compound tends to polymerize spontaneously and there is a risk of explosion due to the formation of peroxides on contact with air.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m Entry on 1,2-epoxybutane in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
↑ Data sheet 1,2-epoxybutane, 99% from Sigma-Aldrich , accessed on April 17, 2017 ( PDF ).
↑ Entry on 1,2-epoxybutane in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on April 17, 2017. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ ^a ^b Entry on 1,2-epoxybutane in the Hazardous Substances Data Bank , accessed April 17, 2017.
↑ OECD : Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for Butane, 1,2-epoxy- , accessed on April 17, 2017.
↑ EPA: 1-2-epoxybutane , accessed April 17, 2017.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m Entry on 1,2-epoxybutane in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .

[Sigma-2] Data sheet 1,2-epoxybutane, 99% from Sigma-Aldrich , accessed on April 17, 2017 ( PDF ).

[CLP_100.003.127-3] Entry on 1,2-epoxybutane in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on April 17, 2017. Manufacturers or distributors can expand the harmonized classification and labeling .

[HSDB-4] Entry on 1,2-epoxybutane in the Hazardous Substances Data Bank , accessed April 17, 2017.

[SIDS-5] OECD : Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for Butane, 1,2-epoxy- , accessed on April 17, 2017.

[EPA-6] EPA: 1-2-epoxybutane , accessed April 17, 2017.