Bromodifluoroiodomethane

Last updated
Bromodifluoroiodomethane
Difluorobromoiodomethane.png
Names
Preferred IUPAC name
Bromo(difluoro)iodomethane
Other names
bromo-difluoro-iodomethane
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/CBrF2I/c2-1(3,4)5
    Key: CKZUZARCDKMQIT-UHFFFAOYSA-N
  • C(F)(F)(Br)I
Properties
CBr2ClF
Molar mass 226.27 g·mol−1
Density 2.9 g/cm3
Boiling point 60.9 °C (141.6 °F; 334.0 K)
soluble
Hazards
Flash point -9.4±18.4 °C
Related compounds
Related compounds
 Bromofluoroiodomethane; Dibromofluoroiodomethane; Bromofluorodiiodomethane; Chlorofluoroiodomethane; Chlorodifluoroiodomethane; Chlorofluorodiiodomethane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bromodifluoroiodomethane is a tetrahalomethane with the chemical formula CBrF2I. [1] This is an organic compound containing two fluorine atoms, one bromine atom, and one iodine atom attached to the methane backbone. [2]

Synthesis

The compound can be obtained by reacting trifluoromethyltrifluorooxirane with iodine monobromide (IBr) in the presence of nickel to a yield of 13%. It reacts with nitric oxide to produce dark blue nitrosobromodifluoromethane. [3]

When difluorocarbene is formed in the presence of IBr, then bromodifluoroiodomethane is created as a byproduct. [4]

References

  1. ↑ "Methane, bromodifluoroiodo- (753-66-2) for sale". vulcanchem.com. Retrieved 8 September 2025.
  2. ↑ Luo, Yu-Ran (9 March 2007). Comprehensive Handbook of Chemical Bond Energies. CRC Press. p. 244. ISBN   978-1-4200-0728-2 . Retrieved 8 September 2025.
  3. ↑ Yang, Zhen-Yu (1 January 1996). "Nickel-Catalyzed Reaction of Highly Fluorinated Epoxides with Halogens" . Journal of the American Chemical Society . 118 (34): 8140–8141. Bibcode:1996JAChS.118.8140Y. doi:10.1021/ja961408s. ISSN   0002-7863 . Retrieved 8 September 2025.
  4. ↑ Katritzky, Alan R.; Gilchrist, Thomas L.; Meth-Cohn, Otto; Rees, Charles Wayne (21 March 2003). Comprehensive Organic Functional Group Transformations. Elsevier. p. 224. ISBN   978-0-08-042704-1 . Retrieved 8 September 2025.
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