Dibromofluoroiodomethane

Dibromofluoroiodomethane

Names
Preferred IUPAC name Dibromo(fluoro)iodomethane
Other names Fluorodibromoiodomethane
Identifiers
CAS Number	1478-04-2  Y
3D model (JSmol)	Interactive image
ChemSpider	24590926
PubChem CID	71351259
CompTox Dashboard (EPA)	DTXSID60776976
InChI InChI=1S/CBr2FI/c2-1(3,4)5 Key: NBMPIOUWRNYXES-UHFFFAOYSA-N
SMILES C(F)(Br)(Br)I
Properties
Chemical formula	CBrCl2F
Molar mass	181.81 g·mol−1
Density	3.3 g/cm3
Boiling point	143.1 °C (289.6 °F; 416.2 K)
Hazards
Flash point	40.3 °C
Related compounds
Related compounds	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

Dibromofluoroiodomethane is a tetrahalomethane with the chemical formula CBr₂FI. This is a halomethane containing two bromibe atoms, one fluorine atom, and one iodine atom attached to the methane backbone. ^[1]

Synthesis

The compound can be obtained by reacting triphenyl(fluorodibromomethyl)indium bromide with iodine or iodine monobromide. Its byproducts include tribromofluoromethane and other halogenated methanes. ^[2]

Dibromofluoroiodomethane can also be formed as the major product in the reaction of (dibromo-fluoromethyl) triphenylphosphonium bromide, obtained from triphenylphosphine and CBr₃F in THF, with iodine in tetraglyme. ^[3]

References

1. "dibromofluoroiodomethane". NIST . Retrieved 8 September 2025.
2. Burton, D. J.; Shin-ya, S.; Kesling, H. S. (1 March 1982). "Preparation of halo-F-methanes via potassium fluoride-halogen cleavage of halo-F-methylphosphonium salts" . Journal of Fluorine Chemistry. 20 (1): 89–97. Bibcode:1982JFluC..20...89B. doi:10.1016/S0022-1139(00)84021-X. ISSN   0022-1139 . Retrieved 8 September 2025.
3. Katritzky, Alan R.; Gilchrist, Thomas L.; Meth-Cohn, Otto; Rees, Charles Wayne (21 March 2003). Comprehensive Organic Functional Group Transformations. Elsevier. p. 227. ISBN   978-0-08-042704-1 . Retrieved 8 September 2025.