1,2-dichloroethene

Structural formula
	cis -1,2-dichloroethene (left), trans -1,2-dichloroethene (right)
General
Surname	1,2-dichloroethene
other names	Dichloroethene; DCE; 1,2-dichloroethylene; Dioform; Acetylene dichloride; sym-dichloroethylene; R-1130;
Molecular formula	C 2 H 2 Cl 2
Brief description	highly flammable, colorless liquid with an ethereal odor
External identifiers / databases
EC number	208-750-2
ECHA InfoCard	100.007.956
PubChem	10900
ChemSpider	10438
Wikidata	Q161475
properties
Molar mass	96.94 g mol −1
Physical state	liquid
density	1.26 g cm −3 ( trans ); 1.28 g cm −3 ( cis ); 1.27 g cm −3 (mixture);
Melting point	−50 ° C ( trans ); −80 ° C ( cis ); −57 ° C (mixture);
boiling point	48 ° C ( trans ); 60 ° C ( cis );
Vapor pressure	361 h Pa ( trans ); 216 hPa ( cis ); 220 hPa (mixture);
solubility	little in water (6.3 g l −1 at 20 ° C, trans ); little in water (3.5 g l −1 at 25 ° C, cis );
Refractive index	1.4490 ( cis , 20 ° C); 1.4454 ( trans , 20 ° C);
safety instructions
H and P phrases	H: 225-332-412
	P: 210-273
MAK	DFG : 200 ml m −3 or 790 mg m −3 ; Switzerland: 200 ml m −3 or 790 mg m −3 ;
Toxicological data	770 mg kg −1 ( LD 50 , rat , oral )
Thermodynamic properties
ΔH f 0	−26.4 kJ / mol ( cis ); −24.3 kJ / mol ( trans );
	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-Dichloroethene is a chemical compound from the group of chlorinated alkenes that occurs in the form of two cis-trans isomers .

Extraction and presentation

1,2-dichloroethene can be produced by the chlorination of acetylene or by reducing 1,1,2,2-tetrachloroethane .

It is also a by-product of the production of other C ₂ chlorinated hydrocarbons such as trichlorethylene .

Occurrence

1,2-Dichloroethene is naturally formed under anaerobic conditions with corresponding environmental pollution from tetrachloroethene and trichloroethene as a result of reductive dehalogenation by autochthonous microbes, with 1,1-dichloroethene also being formed in small quantities .

properties

1,2-dichloroethene is a highly volatile, highly flammable liquid with a very strong odor and can therefore be noticed even in the smallest doses (≈ 15 ppm ). The unstabilized product can polymerize.

use

1,2-dichloroethene is used as a solvent for waxes , resins , fats , lacquers and polymers , and as a starting material for the production of other solvents and chlorinated compounds.

safety instructions

1,2-dichloroethene is highly flammable; the vapors have a narcotic effect and form an explosive mixture with air (flash point 2 ° C, ignition temperature 460 ° C).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on trans-1,2-dichloroethene in the GESTIS substance database of the IFA , accessed on February 22, 2017 (JavaScript required)
↑ ^a ^b ^c ^d ^e ^f Entry on cis-1,2-dichloroethene in the GESTIS substance database of the IFA , accessed on February 22, 2017 (JavaScript required)
↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on cis / trans-1,2-dichloroethene in the GESTIS substance database of the IFA , accessed on February 22, 2017(JavaScript required) .
↑ ^a ^b 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. 3-154.
↑ Entry on 1,2-dichloroethylene in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 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 540-59-0 or 1,2-dichloroethene sym. (Cis and trans) ), accessed on October 3, 2019.
↑ ^a ^b David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-21.
↑ Petra Koziollek; Cometabolic degradation of cis-1,2-dichloroethene and vinyl chloride by bacteria utilizing ethene; ISBN 978-3-8167-5520-3

[GESTIS-trans-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on trans-1,2-dichloroethene in the GESTIS substance database of the IFA , accessed on February 22, 2017 (JavaScript required)

[GESTIS-cis-2] ↑ ^a ^b ^c ^d ^e ^f Entry on cis-1,2-dichloroethene in the GESTIS substance database of the IFA , accessed on February 22, 2017 (JavaScript required)

[GESTIS-3] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on cis / trans-1,2-dichloroethene in the GESTIS substance database of the IFA , accessed on February 22, 2017(JavaScript required) .

[CRC90_3_154-4] 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. 3-154.

[CLP_100.007.956-5] Entry on 1,2-dichloroethylene in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[6] Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 540-59-0 or 1,2-dichloroethene sym. (Cis and trans) ), accessed on October 3, 2019.

[CRC90_5_21-7] David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Standard Thermodynamic Properties of Chemical Substances, pp. 5-21.

[8] Petra Koziollek; Cometabolic degradation of cis-1,2-dichloroethene and vinyl chloride by bacteria utilizing ethene; ISBN 978-3-8167-5520-3