Dichlorofluoroiodomethane

Dichlorofluoroiodomethane
Names
	Preferred IUPAC name Dichloro(fluoro)iodomethane
Identifiers
CAS Number	420-48-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	13221492;
PubChem CID	23001916;
CompTox Dashboard (EPA)	DTXSID00629513 ;
	InChI InChI=1S/CCl2FI/c2-1(3,4)5 Key: GOKDNAMGHVQFQQ-UHFFFAOYSA-N;
	SMILES ClC(Cl)(F)I;
Properties
Chemical formula	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). Infobox references

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]

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

^ "dichlorofluoroiodomethane". NIST. Retrieved 6 September 2025.
^ Taylor, John B.; Triggle, David J. (2007). Comprehensive Medicinal Chemistry II. Elsevier. p. 2192. ISBN 978-0-08-044513-7. Retrieved 6 September 2025.
^ 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.
^ 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.
^ 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.

[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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