Bromofluoroiodomethane
Chemical compound
From Wikipedia, the free encyclopedia
Bromofluoroiodomethane is a trihalomethane with the chemical formula CHBrFI.[2] This complex organic compound is characterized by having three halogen atoms—fluorine, bromine, and iodine—attached to a methane backbone.[3] The molecule is chiral.[4][5]
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| Names | |
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| Preferred IUPAC name
Bromo(fluoro)iodomethane | |
| Other names
bromo-fluoro-iodo-methane | |
| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
PubChem CID |
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| Properties | |
| CHBrFI | |
| Molar mass | 238.826 g·mol−1 |
| Appearance | Light yellow liquid |
| Density | 2.9 g/cm3 |
| Boiling point | 102[1] °C (216 °F; 375 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis
The compound can be prepared by reacting silver bromoacetate with iodine at 180-260 °C in a vacuum, or by reacting diiodomethane with mercury difluoride at 60 °C.[6]
- CHBrI2 + HgF2 ⟶ CHBrFI + HgI2
Ethyl zinc iodide reacts with difluoroiodomethane to produce difluoromethyl zinc iodide, which is tautomerized with fluoroiodomethyl zinc fluoride. It can also react with bromine to produce bromofluoroiodomethane.[7]