Bromochlorofluoroiodomethane

Bromochlorofluoroiodomethane

Stereo, skeletal formula 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
CAS Number	753-65-1  Y
3D model (JSmol)	Interactive image
ChemSpider	24590921  Y
PubChem CID	57424940
CompTox Dashboard (EPA)	DTXSID70726341
InChI InChI=1S/CBrClFI/c2-1(3,4)5 Y Key: XEGUVFFZWHRVAV-UHFFFAOYSA-N Y
SMILES FC(Cl)(Br)I
Properties
Chemical formula	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). N  verify  (what is  YN ?) Infobox references

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

Overview

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.

Of the chiral halomethanes it has been calculated to have the second lowest thermodynamic stability with only CHClBrI being lower. ^[3]

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
3. Novak, Igor (1 April 1990). "Electronic Structure of Chiral Halomethanes". Bulletin of the Chemical Society of Japan. 63 (4): 1278–1280. doi:10.1246/bcsj.63.1278. ISSN   0009-2673 . Retrieved 28 September 2025.