1,1-Dichloroethene
Identifiers
CAS number 75-35-4 YesY
ChemSpider 6126 YesY
UNII 21SK105J9D YesY
KEGG C14039 YesY
Jmol-3D images Image 1
Properties
Molecular formula C2H2Cl2
Molar mass 96.94 g/mol
Density 1.213 g/cm³
Melting point

-122 °C

Boiling point

32 °C

Dipole moment 1.3 D
Hazards
NFPA 704
NFPA 704.svg
4
2
2
Flash point -22.8 °C
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

1,1-Dichloroethene, commonly called 1,1-dichloroethylene or 1,1-DCE, is an organochloride with the molecular formula C2H2Cl2. It is a colorless liquid with a sharp odor. Like most chlorocarbons, it is poorly soluble in water, but soluble in organic solvents. 1,1-DCE was the precursor to the original cling-wrap for food, but this application has been phased out.

Contents

Production [link]

1,1-DCE is produced by dehydrochlorination of 1,1,2-trichloroethane, a relatively unwanted byproduct in the production of 1,1,1-trichloroethane and 1,2-dichloroethane. The conversion involves a base-catalyzed reaction:

Cl2CHCH2Cl + NaOH → Cl2C=CH2 + NaCl + H2O

The gas phase reaction, without the base, would be more desirable but is less selective.[1]

Applications [link]

1,1-DCE is mainly used as a comonomer in the polymerization of vinyl chloride, acrylonitrile, and acrylates. It is also used in semiconductor device fabrication for growing high purity silicon dioxide (SiO2) films.

Polyvinylidene chloride [link]

As with many other alkenes, 1,1-DCE can be polymerised to form polyvinylidene chloride. A very widely used product, cling wrap, or Saran was made from this polymer. During the 1990s research suggested that, in common with many chlorinated carbon compounds, Saran posed a possible danger to health by leaching, especially on exposure to food in microwave ovens. Since 2004, therefore cling wrap's formulation has changed to a form of polyethylene.

Safety [link]

The health effects from exposure to 1,1-DCE are primarily on the central nervous system, including symptoms of sedation, inebriation, convulsions, spasms, and unconsciousness at high concentrations.[2]

See also [link]

References [link]

  1. ^ Manfred Rossberg, Wilhelm Lendle, Gerhard Pfleiderer, Adolf Tögel, Eberhard-Ludwig Dreher, Ernst Langer, Heinz Rassaerts, Peter Kleinschmidt, Heinz Strack, Richard Cook, Uwe Beck, Karl-August Lipper, Theodore R. Torkelson, Eckhard Löser, Klaus K. Beutel, Trevor Mann “Chlorinated Hydrocarbons” in Ullmann's Encyclopedia of Industrial Chemistry 2006, Wiley-VCH, Weinheim. doi:10.1002/14356007.a06_233.pub2.
  2. ^ epa.gov

External links [link]


https://wn.com/1,1-Dichloroethene

1,2-Dichloroethene

1,2-Dichloroethene, commonly called 1,2-dichloroethylene or 1,2-DCE, is an organochloride with the molecular formula C2H2Cl2. It is a highly flammable, colorless liquid with a sharp, harsh odor. It can exist as either of two geometric isomers, cis-1,2-dichloroethene or trans-1,2-dichloroethene, but is often used as a mixture of the two. They have modest solubility in water. These compounds have "scarcely any industrial applications," although they are fundamental given their simple stoichiometries.

Production

cis-DCE is obtainable by the controlled chlorination of acetylene:

Industrially both isomers arise as byproduct of the production of vinyl chloride, which is produced on a vast scale. Unlike vinyl chloride, the 1,2-dichloroethylene isomers do not polymerize.

These compounds are in a variety of applications including electronics cleaning, precision cleaning, and certain metal cleaning applications sold under the trade name VersaTrans.

Safety

These compounds have "moderate oral toxicity to rats."

DCE

DCE may refer to:

  • Daly Cherry-Evans
  • Delhi College of Engineering, University of Delhi, India
  • Dalian Commodity Exchange
  • Deus caritas est, Latin for "God is love"
  • Director of Christian Education
  • Drum Corps Europe
  • Digital currency exchanger
  • Data circuit-terminating equipment, also called data communication(s) equipment or data carrier equipment
  • Cisco's DCE product portfolio
  • Data Center Ethernet
  • Distributed Computing Environment, a specification from The Open Group
  • Dead code elimination, a kind of compiler optimization
  • Digital Consumer Enablement, a misnomer for Digital Rights Management
  • Dichloroethane, an organic solvent
  • Dichloroethene, also called dichloroethylene, an organic solvent
  • Domestic credit expansion

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