Dibromochlorofluoromethane

Dibromochlorofluoromethane

Names
Preferred IUPAC name Dibromo(chloro)fluoromethane
Other names Dibromo-chloro-fluoromethane Chlorodibromofluoromethane
Identifiers
CAS Number	353-55-9  Y
3D model (JSmol)	Interactive image
ChemSpider	61027
ECHA InfoCard	100.209.965
EC Number	684-518-8
PubChem CID	67708
UNII	70HAL49YC6
CompTox Dashboard (EPA)	DTXSID70188809
InChI InChI=1S/CBr2ClF/c2-1(3,4)5 Key: HEDKQVNHJZBFQR-UHFFFAOYSA-N
SMILES C(F)(Cl)(Br)Br
Properties
Chemical formula	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	Bromochlorodifluoromethane Bromodichlorofluoromethane Bromochlorofluoromethane Bromofluoroiodomethane Bromodifluoroiodomethane Bromofluorodiiodomethane Chlorofluoroiodomethane Chlorodifluoroiodomethane Chlorofluorodiiodomethane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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

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

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

References

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.