Dibromochlorofluoromethane

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Dibromochlorofluoromethane
Names
Preferred IUPAC name
Dibromo(chloro)fluoromethane
Other names
  • Dibromo-chloro-fluoromethane
  • Chlorodibromofluoromethane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.209.965 Edit this at Wikidata
EC Number
  • 684-518-8
UNII
  • InChI=1S/CBr2ClF/c2-1(3,4)5
    Key: HEDKQVNHJZBFQR-UHFFFAOYSA-N
  • C(F)(Cl)(Br)Br
Properties
CBr2ClF
Molar mass 226.27 g·mol−1
Density 2.6 g/cm3
Boiling point 78.9 °C (174.0 °F; 352.0 K)
Hazards
Flash point 1.5±18.4 °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).

Dibromochlorofluoromethane is a tetrahalomethane with the chemical formula CBr2ClF.[1][2] This is an organic compound containing two bromine atoms, one fluorine atom, and one chlorine atom attached to the methane backbone.[3][4]

Synthesis

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It can be prepared by reacting silver chlorobromoacetate with bromine at 180-260 °C, or by brominating fluorodichloromethane at 650 °C.[5]

CBrClFCO2Ag + Br2 → CBr2ClF + CO2 + AgBr

Uses

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It can be used to introduce chlorofluoromethyl groups into organic compounds.[6]

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. 3-157. ISBN 978-0-8493-0595-5. Retrieved 8 September 2025.
  2. ^ "NCATS Inxight Drugs — DIBROMOCHLOROFLUOROMETHANE". drugs.ncats.io. Retrieved 8 September 2025.
  3. ^ "Dibromochlorofluoromethane". NIST. Retrieved 8 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 8 September 2025.
  5. ^ Katritzky, Alan R.; Gilchrist, Thomas L.; Meth-Cohn, Otto; Rees, Charles Wayne (21 March 2003). Comprehensive Organic Functional Group Transformations. Elsevier. p. 225. ISBN 978-0-08-042704-1. Retrieved 8 September 2025.
  6. ^ Kvíčala, Jaroslav; Štambaský, Jan; Skalický, Martin; Paleta, Oldřich (1 October 2005). "Preparation of fluorohalomethylmagnesium halides using highly active magnesium metal and their reactions". Journal of Fluorine Chemistry. 126 (9): 1390–1395. Bibcode:2005JFluC.126.1390K. doi:10.1016/j.jfluchem.2005.07.016. ISSN 0022-1139. Retrieved 8 September 2025.