1,1,1,2-tetrachloroethane

Structural formula
General
Surname	1,1,1,2-tetrachloroethane
other names	R-130a; 1,1,1,2-TeCA; asymmetric tetra;
Molecular formula	C 2 H 2 Cl 4
Brief description	volatile, colorless liquid
External identifiers / databases
EC number	211-135-1
ECHA InfoCard	100.010.124
PubChem	12418
Wikidata	Q161264
properties
Molar mass	167.85 g mol −1
Physical state	liquid
density	1.6 g cm −3
Melting point	−70.2 ° C
boiling point	138 ° C
Vapor pressure	18.6 mbar (25 ° C)
solubility	heavy in water (1.07 g l −1 at 25 ° C)
Refractive index	1.481 (20 ° C)
safety instructions
H and P phrases	H: 302-318-332-351
	P: 280-305 + 351 + 338
Toxicological data	670 mg 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

1,1,1,2-Tetrachloroethane is a chemical compound from the group of aliphatic saturated halogenated hydrocarbons and organic chlorine compounds . It is isomeric to 1,1,2,2-tetrachloroethane .

Extraction and presentation

1,1,1,2-Tetrachloroethane can be obtained by a two-stage addition reaction of ethyne with chlorine (via dichloroethene ), whereby 1,1,2,2-tetrachloroethane is mainly formed.

{\ 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}}}

It can be obtained directly by chlorinating 1,1,2-trichloroethane .

{\ displaystyle \ mathrm {CHCl_ {2} CH_ {2} Cl + Cl_ {2} \ rightarrow CCl_ {3} CH_ {2} Cl + HCl}}

It also occurs as a contaminant in the manufacture of some common chlorinated hydrocarbons.

properties

1,1,1,2-Tetrachloroethane is a flammable, volatile, colorless liquid that is not very soluble in water. It pyrolyzes at 550–650 ° C , producing chlorine and hydrogen chloride , among other things .

use

It is used as a solvent and for the production of glazes and varnishes, and as an intermediate product for the production of trichloroethene and tetrachloroethene . In the USA it has also been detected in low concentrations in the air and in drinking water.

safety instructions

The IARC classified 1,1,1,2-tetrachloroethane as possibly carcinogenic in 2014.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 1,1,1,2-tetrachloroethane in the GESTIS substance database of the IFA , accessed on February 10, 2017(JavaScript required) .
↑ Data sheet 1,1,1,2-tetrachloroethane from Sigma-Aldrich , accessed on March 5, 2011 ( PDF ).
^ Lawrance Waddams: The Petroleum chemicals Industry , p. 175.
^ ^A ^b International Agency for Research on Cancer : 1,1,1,2-Tetrachloroethane , 1987.
↑ IARC Monograph 106 - 1,1,1,2-Tetrachloroethane, 2014

literature

EN Culubret, M. Luz, R. Amils, JL Sanz: Biodegradation of 1,1,1,2-tetrachloroethane under methanogenic conditions . In: Water Science and Technology : A Journal of the International Association on Water Pollution Research . tape 44 , no. 4 , 2001, p. 117-122 , PMID 11575074 .

Web links

EPA: 1,1,1,2-tetrachloroethane

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on 1,1,1,2-tetrachloroethane in the GESTIS substance database of the IFA , accessed on February 10, 2017(JavaScript required) .

[Sigma-2] Data sheet 1,1,1,2-tetrachloroethane from Sigma-Aldrich , accessed on March 5, 2011 ( PDF ).

[3] Lawrance Waddams: The Petroleum chemicals Industry , p. 175.

[inchem-4] A ^b International Agency for Research on Cancer : 1,1,1,2-Tetrachloroethane , 1987.

[5] IARC Monograph 106 - 1,1,1,2-Tetrachloroethane, 2014