Bromochlorofluoroiodomethane

Bromochlorofluoroiodomethane

Names
Preferred IUPAC name Bromo(chloro)fluoro(iodo)methane
Other names Bromochlorofluoroiodomethane
Identifiers
CAS Number	753-65-1
3D model (Jmol)	Interactive image
ChemSpider	24590921
InChI InChI=1S/CBrClFI/c2-1(3,4)5 Key: XEGUVFFZWHRVAV-UHFFFAOYSA-N
SMILES FC(Cl)(Br)I
Properties
Chemical formula	CIBrClF
Molar mass	273.271 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

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

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, Britannica.com
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