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1,2-Dichloro-1,1,2-trifluoroethane

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1,2-Dichloro-1,1,2-trifluoroethane
1,2-Dichloro-1,1,2-trifluoroethane.png
Names
Preferred IUPAC name
1,2-Dichloro-1,1,2-trifluoroethane
Other names
R-123a
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.955 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 206-549-4
PubChem CID
UNII
UN number 3163 1078
  • InChI=1S/C2HCl2F3/c3-1(5)2(4,6)7/h1H
    Key: YMRMDGSNYHCUCL-UHFFFAOYSA-N
  • C(C(F)(F)Cl)(F)Cl
Properties
C2HCl2F3
Molar mass 152.93 g·mol−1
Density 1.50
Melting point −78.0 °C (−108.4 °F; 195.2 K)
Boiling point 29.5 °C (85.1 °F; 302.6 K)
Vapor pressure 620.01 mmHg
9.55×10−2 atm-cu m/mole
1.327
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

1,2-Dichloro-1,1,2-trifluoroethane is a volatile liquid chlorofluoroalkane composed of carbon, hydrogen, chlorine and fluorine, and with structural formula CClF2CHClF. It is also known as a refrigerant with the designation R-123a. [1]

Contents

Formation

1,1,2-Trichloro-1,2,2-trifluoroethane can be biotransformed in sewage sludge to 1,2-dichloro-1,1,2-trifluoroethane. [2]

It can be made from the reaction of tetrachloroethylene with hydrogen fluoride as a byproduct of HCFC-123 synthesis. [3]

Properties

The critical temperature of R-123a is 461.6 K (188.5 °C; 371.2 °F). [4] The rotation of the molecule appears to be hindered by the present of chlorine on each carbon atom, but is eased at higher temperatures. [4]

Use

Although not deliberately used, R-123a is a significant impurity in its isomer, the widely used 2,2-dichloro-1,1,1-trifluoroethane (R-123). [4]

References

  1. ↑ Kubota, H.; Yamashita, T.; Tanaka, Y.; Makita, T. (May 1989). "Vapor pressures of new fluorocarbons". International Journal of Thermophysics. 10 (3): 629–637. Bibcode:1989IJT....10..629K. doi:10.1007/BF00507984. S2CID   122499503.
  2. ↑ Christian Balsiger; David Werner; Christof Holliger; Patrick Höhener (10 January 2005). "Reductive dechlorination of CFCs and HCFCs under methanogenic conditions" (PDF). Archived from the original (PDF) on 15 July 2020. Retrieved 15 July 2020.
  3. ↑ Banks, R.E.; Smart, B.E.; Tatlow, J.C. (1994). "Alternatives to Chlorofluorocarbons (CFCs)". Organofluorine Chemistry: Principles and Commercial Applications. New York, ABD: Springer Science & Business Media. p. 166. doi:10.1007/978-1-4899-1202-2.
  4. 1 2 3 Goodwin, A. R. H.; Moldover, M. R. (October 1991). "Thermophysical properties of gaseous refrigerants from speed-of-sound measurements. III. Results for 1,1-dichloro-2,2,2-trifluoroethane (CHCl2-CF3) and 1,2-dichloro-1,2,2-trifluoroethane (CHClF-CClF2)". The Journal of Chemical Physics. 95 (7): 5236–5242. Bibcode:1991JChPh..95.5236G. doi:10.1063/1.461831.
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