Bromochlorofluoroiodomethane
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| ImageFileL1 = R-bromochlorofluoroiodomethane-2D.png
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| ImageSizeL1 = 121
| ImageNameL1 = Stereo, skeletal formula of bromochlorofluoroiodomethane (R)
| ImageFileR1 = R-bromochlorofluoroiodomethane-3D-vdW.png
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| ImageSizeR1 = 121
| ImageNameR1 = Spacefill model of bromochlorofluoroiodomethane (R)
| ImageFile2 = R-bromochlorofluoroiodomethane-3D-balls.png
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| ImageSize2 = 121
| ImageName2 = Ball and stick model of bromochlorofluoroiodomethane (R)
| PIN = Bromo(chloro)fluoro(iodo)methane
| OtherNames = Bromochlorofluoroiodomethane
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 753-65-1
| ChemSpiderID = 24590921
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| PubChem = 57424940
| SMILES = FC(Cl)(Br)I
| StdInChI = 1S/CBrClFI/c2-1(3,4)5
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XEGUVFFZWHRVAV-UHFFFAOYSA-N
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|Section2={{Chembox Properties
| C=1 | Br=1 | Cl=1 | F=1 | I=1
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Bromochlorofluoroiodomethane is a hypothetical haloalkane with all four stable halogen substituents present in it.{{Cite web|title=bromochlorofluoroiodomethane {{!}} chemical compound {{!}} Britannica|url=https://www.britannica.com/science/bromochlorofluoroiodomethane|access-date=2021-12-27|website=www.britannica.com|language=en}}
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.Comprehensive Organic Functional Group Transformations: Carbon with Three or Four Attached Heteroatoms, Volume 6, Thomas L. Gilchrist (Editor), {{ISBN|978-0-08-042704-1}} 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
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{{Commons category|Bromochlorofluoroiodomethane}}
{{Halomethanes}}