Bromochlorofluoroiodomethane

Bromochlorofluoroiodomethane is a hypothetical haloalkane with all four stable halogen substituents present in it.[1]

Bromochlorofluoroiodomethane
Stereo, skeletal formula of bromochlorofluoroiodomethane (R)
Stereo, skeletal formula of bromochlorofluoroiodomethane (R)
Spacefill model of bromochlorofluoroiodomethane (R)
Spacefill model of bromochlorofluoroiodomethane (R)
Ball and stick model of bromochlorofluoroiodomethane (R)
Names
Preferred IUPAC name
Bromo(chloro)fluoro(iodo)methane
Other names
Bromochlorofluoroiodomethane
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/CBrClFI/c2-1(3,4)5 checkY
    Key: XEGUVFFZWHRVAV-UHFFFAOYSA-N checkY
  • FC(Cl)(Br)I
Properties
CBrClFI
Molar mass 273.27 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

This compound can be seen as a methane molecule, whose four hydrogen atoms are each replaced with a different halogen atom. As the mirror images of this molecule are not superimposable, the molecule has two enantiomers. As one of the simplest such molecules, it is often cited as the prototypical chiral compound.[2] However, since there is no synthetic route known to produce bromochlorofluoroiodomethane, the related simple chiral compound bromochlorofluoromethane is used instead when such a compound is required for research.

References
  1. "bromochlorofluoroiodomethane | chemical compound | Britannica". www.britannica.com. Retrieved 2021-12-27.
  2. Comprehensive Organic Functional Group Transformations: Carbon with Three or Four Attached Heteroatoms, Volume 6, Thomas L. Gilchrist (Editor), ISBN 978-0-08-042704-1
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