Dibromofluoroiodomethane

Dibromofluoroiodomethane
Names
	Preferred IUPAC name Dibromo(fluoro)iodomethane
	Other names Fluorodibromoiodomethane
Identifiers
CAS Number	1478-04-2 ;
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

^ "dibromofluoroiodomethane". NIST. Retrieved 8 September 2025.
^ 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.
^ 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.

[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.

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