Bromodichlorofluoromethane

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Bromodichlorofluoromethane
Names
Preferred IUPAC name
Bromo(dichloro)fluoromethane
Other names
Bromo-dichloro-fluoromethane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.005.943 Edit this at Wikidata
EC Number
  • 206-536-3
UNII
  • InChI=1S/CBrCl2F/c2-1(3,4)5
    Key: ARBYBCHKMDUXNE-UHFFFAOYSA-N
  • C(Br)(Cl)(Cl)F
Properties
CBrCl2F
Molar mass 181.81 g·mol−1
Appearance liquid[1]
Density 2.1 g/cm3
Melting point −159.5 °C (−255.1 °F; 113.6 K)
Boiling point 53.3 °C (127.9 °F; 326.4 K)
Hazards
Flash point -14.0 °C
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bromodichlorofluoromethane is a tetrahalomethane with the chemical formula CCl2BrF.[2] This is a halomethane containing two chlorine atoms, one fluorine atom, and one bromine atom attached to the methane backbone.[3][4][5]

Synthesis

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The compound can be obtained by bromination of dichlorofluoromethane at 475 °C, or by reacting silver dichlorofluoroacetate with bromine, or silver chlorobromofluoroacetate with chlorine:[6]

CCl2FCOOAg + Br2 → CBrCl2F + CO2 + AgBr
CBrClFCOOAg + Cl2 → CBrCl2F + CO2 + AgCl

Chemical properties

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Bromodichlorofluoromethane reacts with sodium iodide in acetone at 120 °C to produce dichlorofluoroiodomethane:[7]

CBrCl2F + NaI → CCl2FI + NaBr

References

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  1. ^ Lide, David R. (9 March 1995). CRC Handbook of Chemistry and Physics: A Ready-reference Book of Chemical and Physical Data. CRC Press. p. 3-66. ISBN 978-0-8493-0595-5. Retrieved 7 September 2025.
  2. ^ "Methane, bromodichlorofluoro-". NIST. Retrieved 7 September 2025.
  3. ^ "NCATS Inxight Drugs — BROMODICHLOROFLUOROMETHANE". drugs.ncats.io. Retrieved 7 September 2025.
  4. ^ Luo, Yu-Ran (9 March 2007). Comprehensive Handbook of Chemical Bond Energies. CRC Press. p. 234. ISBN 978-1-4200-0728-2. Retrieved 7 September 2025.
  5. ^ Yaws, Carl L. (20 June 2014). Thermophysical Properties of Chemicals and Hydrocarbons. William Andrew. p. 265. ISBN 978-0-323-29060-9. Retrieved 7 September 2025.
  6. ^ Katritzky, A.R.; Gilchrist, T. L.; Meth-Cohn, O.; Rees, C. W. (1995). Comprehensive Organic Functional Group Transformations (1. ed.). Oxford: Elsevier Science. p. 225. ISBN 978-0-08-042704-1. Retrieved 4 September 2025.
  7. ^ Katritzky, Alan R.; Gilchrist, Thomas L.; Meth-Cohn, Otto; Rees, Charles Wayne (21 March 2003). Comprehensive Organic Functional Group Transformations. Elsevier. p. 226. ISBN 978-0-08-042704-1. Retrieved 7 September 2025.