Dichlorofluoroiodomethane

Last updated
Dichlorofluoroiodomethane
CFCl2I.png
Names
Preferred IUPAC name
Dichloro(fluoro)iodomethane
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/CCl2FI/c2-1(3,4)5
    Key: GOKDNAMGHVQFQQ-UHFFFAOYSA-N
  • ClC(Cl)(F)I
Properties
CClF2I
Molar mass 212.36 g·mol−1
Density 2.5 g/cm3
Melting point −107 °C (−161 °F; 166 K)
Boiling point 90 °C (194 °F; 363 K)
Hazards
Flash point 7.7 °C
Related compounds
Related compounds
 Chlorofluoroiodomethane; Chlorodifluoroiodomethane; Chlorofluorodiiodomethane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dichlorofluoroiodomethane is a tetrahalomethane with the chemical formula CCl2FI. [1] This is a halomethane containing two chlorine atoms, one fluorine atom, and one iodine atom attached to the methane backbone. [2] [3]

Contents

Synthesis

Dichlorofluoroiodomethane can be obtained by brominating dichlorofluoromethane to form bromodichlorofluoromethane, followed by halogen exchange with sodium iodide in acetone; or by reacting tris(dimethylamino)(dichlorofluoromethyl)iodonium chloride with iodine or iodine monochloride. [4]

Physical properties

Dichlorofluoroiodomethane is unstable at room temperature and readily releases iodine. [5]

References

  1. ↑ "dichlorofluoroiodomethane". NIST . Retrieved 6 September 2025.
  2. ↑ Taylor, John B.; Triggle, David J. (2007). Comprehensive Medicinal Chemistry II. Elsevier. p. 2192. ISBN   978-0-08-044513-7 . Retrieved 6 September 2025.
  3. ↑ Dolbier Jr., William R. (22 August 2016). Guide to Fluorine NMR for Organic Chemists. John Wiley & Sons. p. 73. ISBN   978-1-118-83111-3 . Retrieved 6 September 2025.
  4. ↑ Burton, D. J.; Shin-ya, S.; Kesling, H. S. (1 March 1982). "Preparation of halo-F-methanes via potassium fluoride-halogen cleavage of halo-F-methylphosphonium salts" . Journal of Fluorine Chemistry. 20 (1): 89–97. doi:10.1016/S0022-1139(00)84021-X. ISSN   0022-1139 . Retrieved 6 September 2025.
  5. ↑ Katritzky, A.R.; Gilchrist, T. L.; Meth-Cohn, O.; Rees, C. W. (1995). Comprehensive Organic Functional Group Transformations (1. ed.). Oxford: Elsevier Science. p. 225. ISBN   978-0-08-042704-1 . Retrieved 4 September 2025.
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