1,1-dichloroethane

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Structural formula
Structural formula of 1,1-dichloroethane
General
Surname 1,1-dichloroethane
other names
  • Ethylidene dichloride
  • Ethylidene chloride
  • R-150a
Molecular formula C 2 H 4 Cl 2
Brief description

chloroform or phenol- like smelling colorless liquid

External identifiers / databases
CAS number 75-34-3
EC number 200-863-5
ECHA InfoCard 100,000,785
PubChem 6365
Wikidata Q161282
properties
Molar mass 98.96 g mol −1
Physical state

liquid

density

1.17 g cm −3

Melting point

−98 ° C

boiling point

57 ° C

Vapor pressure
  • 243 h Pa (20 ° C)
  • 371 hPa (30 ° C)
  • 548 hPa (40 ° C)
  • 787 hPa (50 ° C)
solubility

poor in water (5.06 g l −1 at 20 ° C)

Refractive index

1.4164 (20 ° C)

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
02 - Highly / extremely flammable 07 - Warning

danger

H and P phrases H: 225-302-319-335-412
P: 210-261-273-305 + 351 + 338
MAK
  • DFG : 410 mg m −3
  • Switzerland: 100 ml m −3 or 400 mg m −3
Thermodynamic properties
ΔH f 0

−158.4 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-dichloroethane ( ethylidene dichloride ) is an oily, colorless and easily flammable liquid with a mild, sweet, chloroform- like odor. This chemical compound is one of the chlorinated hydrocarbons . In contrast to 1,2-dichloroethane, 1,1-dichloroethane has both chlorine atoms bonded to the same carbon atom.

Presentation and extraction

1,1-Dichloroethane is largely produced from vinyl chloride by the addition of HCl . This is an electrophilic addition according to Markovnikov .

Synthesis of 1,1-dichloroethane

properties

Safety-related parameters

1,1-dichloroethane forms highly flammable vapor-air mixtures. The compound has a flash point of −10 ° C. The explosion range is between 5.6% by volume (225 g / m 3 ) as the lower explosion limit (LEL) and 16% by volume (660 g / m 3 ) as the upper explosion limit (UEL). The limit gap width was determined to be 1.8 mm. This results in an assignment to explosion group IIA. The ignition temperature is 440 ° C. The substance therefore falls into temperature class T2.

use

1,1-dichloroethane is used in the production of solvents and extractants for special purposes. It used to be used as a surgical anesthetic . It is also used to dissolve substances such as paints or varnishes and to remove grease . 1,1-dichloroethane is a component of many packaging materials and plastic packaging.

hazards

Insufficient data are available to assess the carcinogenicity of 1,1-dichloroethane. However, it is known that the substance causes kidney damage in animal experiments . 1,1-dichloroethane is highly flammable.

Individual evidence

  1. a b c d e f g h i j k l m n o p q r s t Entry on 1,1-dichloroethane in the GESTIS substance database of the IFA , accessed on March 15, 2018(JavaScript required) .
  2. 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.
  3. Entry on 1,1-dichloroethane 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 75-34-3 or 1,1-dichloroethane ), 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. 5-22.
  6. ^ A b c E. Brandes, W. Möller: Safety-related parameters - Volume 1: Flammable liquids and gases , Wirtschaftsverlag NW - Verlag für neue Wissenschaft GmbH, Bremerhaven 2003.