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Vinyl chloride

Vinyl chloride
Structural formula of vinyl chloride
Space-filling model
Names
IUPAC name
Chloroethene
Other names
Vinyl chloride monomer
VCM
Chloroethylene
Refrigerant-1140
Identifiers
75-01-4 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:28509 YesY
ChemSpider 6098 YesY
ECHA InfoCard 100.000.756
KEGG C06793 YesY
PubChem 6338
Properties
Appearance Colorless gas
Odor pleasant
Density 0.911 g/ml
Melting point −153.8 °C (−244.8 °F; 119.3 K)
Boiling point −13.4 °C (7.9 °F; 259.8 K)
2.7 g/L (0.0432 mol/L)
Vapor pressure 2580 mm. of mercury 20 °C (68 °F)
-35.9·10−6 cm3/mol
Thermochemistry
0.8592 J/K/g (gas)
0.9504 J/K/g (solid)
−94.12 kJ/mol (solid)
Hazards
Extremely Flammable F+ Toxic T
R-phrases R12, R45
S-phrases S45, S53
NFPA 704
Flammability code 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g., propane Health code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gas Reactivity code 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g., phosphorus Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point −61 °C (−78 °F; 212 K)
Explosive limits 3.6%-33%
US health exposure limits (NIOSH):
PEL (Permissible)
TWA 1 ppm C 5 ppm [15-minute]
REL (Recommended)
Ca
IDLH (Immediate danger)
Ca [N.D.]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

Vinyl chloride is an organochloride with the formula H2C=CHCl that is also called vinyl chloride monomer (VCM) or chloroethene. This colorless compound is an important industrial chemical chiefly used to produce the polymer polyvinyl chloride (PVC). About 13 billion kilograms are produced annually. VCM is among the top twenty largest petrochemicals (petroleum-derived chemicals) in world production. The United States currently remains the largest VCM manufacturing region because of its low-production-cost position in chlorine and ethylene raw materials. China is also a large manufacturer and one of the largest consumers of VCM. Vinyl chloride is a gas with a sweet odor. It is highly toxic, flammable, and carcinogenic. It can be formed in the environment when soil organisms break down "chlorinated" solvents. Vinyl chloride that is released by industries or formed by the breakdown of other chlorinated chemicals can enter the air and drinking water supplies. Vinyl chloride is a common contaminant found near landfills. In the past VCM has been used as a refrigerant.

Vinyl chloride was first produced in 1835 by Justus von Liebig and his student Henri Victor Regnault. They obtained it by treating 1,2-dichloroethane with a solution of potassium hydroxide in ethanol.

In 1912, Fritz Klatte, a German chemist working for Griesheim-Elektron, patented a means to produce vinyl chloride from acetylene and hydrogen chloride using mercuric chloride as a catalyst. While this method was widely used during the 1930s and 1940s in the West, it has since been superseded by more economical processes based on ethylene in the United States and Europe. It remains the main production method in China.

Vinyl chloride is produced on a substantial scale—approximately 31.1 million tons were produced in 2000. Two methods are employed, the hydrochlorination of acetylene and the dehydrochlorination of ethylene dichloride (1,2-dichloroethane). Numerous attempts have been made to convert ethane directly to vinyl chloride.


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