Bis (2-chloroethyl) ether

Structural formula
General
Surname	Bis (2-chloroethyl) ether
other names	β, β′-dichloroethyl ether; 1-chloro-2- (beta-chloroethoxy) ethane; 2,2'-dichlorodiethyl ether; Chlorex; sym dichloroether;
Molecular formula	C 4 H 8 Cl 2 O
Brief description	colorless to yellowish liquid with a chloroform-like odor
External identifiers / databases
EC number	203-870-1
ECHA InfoCard	100.003.519
PubChem	8115
Wikidata	Q2509768
properties
Molar mass	143.01 g mol −1
Physical state	liquid
density	1.22 g cm −3
Melting point	−50 ° C
boiling point	178 ° C
Vapor pressure	1.07 hPa (20 ° C)
solubility	practically insoluble in water (0.01 g l −1 at 20 ° C)
Refractive index	1.451 (20 ° C)
safety instructions
H and P phrases	H: 226-300 + 310 + 330-351
	P: 210-280-302 + 352-304 + 340-308 + 310
MAK	Switzerland: 5 ml m −3 or 30 mg m −3
Toxicological data	75 mg kg −1 ( LD 50 , rat , oral ) ; 90 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	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

Bis (2-chloroethyl) ether is a chemical compound from the group of ethers .

Extraction and presentation

Bis (2-chloroethyl) ether can be produced by reacting 2-chloroethanol with sulfuric acid.

use

Bis (2-chloroethyl) ether is used for the production of polysulphide rubbers (thioplasts), as a solvent for resins, fats, rubber and ethyl cellulose and as a pesticide.

Morpholine can be made from bis (2-chloroethyl) ether. In the presence of bases, it reacts with catechol to form dibenzo- [18] crown-6.

Individual evidence

↑ ^a ^b ^c Entry on bis (2-chloroethyl) ether. In: Römpp Online . Georg Thieme Verlag, accessed on August 17, 2016.
↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on bis (2-chloroethyl) ether in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-50.
↑ Entry on Bis (2-chloroethyl) ether in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 111-44-4 or bis (2-chloroethyl) ether ), accessed on November 2, 2015.
^ Siegfried Hauptmann: Organische Chemie , Verlag Harry Deutsch, Thun 1985, ISBN 3-87144-902-4 , p. 602.
↑ CJ Pedersen: Macrocyclic Polyethers: Dibenzo-18-Crown-6 Polyether and Dicyclohexyl-18-Crown-6 Polyether In: Organic Syntheses . 52, 1972, p. 66, doi : 10.15227 / orgsyn.052.0066 ; Coll. Vol. 6, 1988, p. 395 ( PDF ).

[Römpp-1] Entry on bis (2-chloroethyl) ether. In: Römpp Online . Georg Thieme Verlag, accessed on August 17, 2016.

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on bis (2-chloroethyl) ether in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .

[CRC90_3_50-3] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-50.

[CLP_100.003.519-4] Entry on Bis (2-chloroethyl) ether in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[5] Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 111-44-4 or bis (2-chloroethyl) ether ), accessed on November 2, 2015.

[Hauptmann-6] Siegfried Hauptmann: Organische Chemie , Verlag Harry Deutsch, Thun 1985, ISBN 3-87144-902-4 , p. 602.

[7] CJ Pedersen: Macrocyclic Polyethers: Dibenzo-18-Crown-6 Polyether and Dicyclohexyl-18-Crown-6 Polyether In: Organic Syntheses . 52, 1972, p. 66, doi : 10.15227 / orgsyn.052.0066 ; Coll. Vol. 6, 1988, p. 395 ( PDF ).