Chlorotrifluoroethylene

Chlorotrifluoroethylene (CTFE) is a chlorofluorocarbon with chemical formula CFCl=CF2. It is commonly used as a refrigerant in cryogenic applications. CTFE has a carbon-carbon double bond and so can be polymerized to form polychlorotrifluoroethylene or copolymerized to produce the plastic ECTFE. PCTFE has the trade name Neoflon PCTFE from Daikin Industries in Japan, and used to be produced under the trade name Kel-F from 3M Corporation in Minnesota.[2]

Chlorotrifluoroethylene[1]
Names
IUPAC name
1-Chloro-1,2,2-trifluoroethene
Other names
Chlorotrifluoroethene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.093
Properties
C2ClF3
Molar mass 116.47 g·mol−1
Appearance Colorless gas
Odor faint etheral odor
Density 1.54 g/cm3 at 60°C
Melting point −158.2 °C (−252.8 °F; 115.0 K)
Boiling point −27.8 °C (−18.0 °F; 245.3 K)
4.01 g/100 mL
Solubility soluble in benzene, chloroform
-49.1·10−6 cm3/mol
1.38 (0 °C)
Hazards
NFPA 704 (fire diamond)
4
3
3
Explosive limits 24-40.3%
Related compounds
Related compounds
Tetrafluoroethylene
Bromotrifluoroethylene
Trifluoroiodoethylene
Dichlorodifluoroethylene
Trichlorofluoroethylene
Tetrachloroethylene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Production

Chlorotrifluoroethylene is produced commercially by the dechlorination of 1,1,2-trichloro-1,2,2-trifluoroethane with zinc:[3][3]

CFCl2-CF2Cl + Zn → CClF=CF2 + ZnCl2

In 2012, an estimated 1–10 million pounds were produced commercially in the United States.

References

  1. Lide, David R. (1998). Handbook of Chemistry and Physics (87 ed.). Boca Raton, Florida: CRC Press. pp. 3–126. ISBN 0-8493-0594-2.
  2. Aetna Plastics Corp. - Products. Services ... Solutions, Aetna Plastics Corp., pp. PCTFE / Kel–F® / Neoflon®, retrieved 3 February 2012
  3. Siegemund, Günter; Schwertfeger, Werner; Feiring, Andrew; Smart, Bruce; Behr, Fred; Vogel, Herward; McKusick, Blaine (2002). "Fluorine Compounds, Organic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a11_349.


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