1,1,2,2-tetrachloroethane

Structural formula
Wedges to clarify the geometry
General
Surname	1,1,2,2-tetrachloroethane
other names	Tetrachloroethane Acetylene tetrachloride R130
Molecular formula	C 2 H 2 Cl 4
Brief description	colorless liquid with a phenolic odor
External identifiers / databases
CAS number 79-34-5 EC number 201-197-8 ECHA InfoCard 100.001.089 PubChem 6591 Wikidata Q161275
properties
Molar mass	167.85 g mol −1
Physical state	liquid
density	1.597 g cm −3
Melting point	−42.5 ° C
boiling point	146 ° C
Vapor pressure	6.4 h Pa (20 ° C)
solubility	poor in water (2.9 g l −1 at 20 ° C)
Refractive index	1.494 (20 ° C)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger H and P phrases H: 310-330-411 P: 260-273-280-302 + 352-304 + 340-308 + 310
MAK	DFG / Switzerland: 1 ml m −3 or 7 mg m −3
Thermodynamic properties
ΔH f 0	−195.0 kJ / mol
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

1,1,2,2-Tetrachloroethane is a chemical compound from the group of volatile chlorinated hydrocarbons ( LCKW ). It is isomeric to 1,1,1,2-tetrachloroethane .

Extraction and presentation

Tetrachloroethane can be obtained by the two-stage addition reaction of ethyne with chlorine (via 1,2-dichloroethene ).

${\displaystyle \mathrm {C_{2}H_{2}+Cl_{2}\rightarrow C_{2}H_{2}Cl_{2}} }$

${\displaystyle \mathrm {C_{2}H_{2}Cl_{2}+Cl_{2}\rightarrow C_{2}H_{2}Cl_{4}} }$

1,1,2,2-Tetrachloroethane is one of the chemical substances that are produced in large quantities (" High Production Volume Chemical ", HPVC) and for which the Organization for Economic Cooperation and Development (OECD) collects data on possible dangers (" Screening Information Dataset ", SIDS) was prepared.

use

1,1,2,2-Tetrachloroethane was previously used as a refrigerant and often as a solvent under the name R130 , but today it is only used as a starting material for the production of chlorinated hydrocarbons , such as. B. vinyl chloride , trichlorethylene and perchlorethylene in closed production systems.

safety instructions

1,1,2,2-Tetrachloroethane is very toxic and is also absorbed through the skin (contact poison). The connection is acutely irritating to the skin and mucous membranes and leads to CNS disorders. The chronic exposure leads to liver damage and disorders of the gastrointestinal tract and the nervous system.

The IARC classified 1,1,2,2-tetrachloroethane in 2014 as a possible carcinogen.

Individual evidence

1. ↑ ^{a b c d e f g h i} Entry on 1,1,2,2-tetrachloroethane in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
2. ↑ Data sheet 1,1,2,2-Tetrachlorethane from Sigma-Aldrich , accessed on October 20, 2016 ( PDF ).
3. ↑ Entry on 1,1,2,2-tetrachloroethane 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 .
4. ↑ Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 79-34-5 or 1,1,2,2-tetrachloroethane ), accessed on November 2, 2015.
5. ↑ 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.
6. ↑ ^{a b} OECD : Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for Ethane, 1,1,2,2-tetrachloro- , accessed on November 4, 2014.
7. ↑ ^{a b} L. Roth, G. Rupp, M. Wißfeld: Chlorinated hydrocarbons - properties, environmental relevance, toxicity, therapy, regulations, handling, storage, disposal . ecomed Sicherheit 2007, ISBN 6096513002 .
8. ↑ IARC Monograph 106 - 1,1,2,2-Tetrachloroethane, 2014