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Dichlorofluoroiodomethane

From Wikipedia, the free encyclopedia
Dichlorofluoroiodomethane
Names
Preferred IUPAC name
Dichloro(fluoro)iodomethane
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/CCl2FI/c2-1(3,4)5
    Key: GOKDNAMGHVQFQQ-UHFFFAOYSA-N
  • ClC(Cl)(F)I
Properties
CClF2I
Molar mass212.36 g·mol−1
Density2.5 g/cm3
Melting point−107 °C (−161 °F; 166 K)
Boiling point90 °C (194 °F; 363 K)
Hazards
Flash point7.7 °C
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Dichlorofluoroiodomethane is atetrahalomethane with the chemical formulaCCl2FI.[1] This is a halomethane containing two chlorine atoms, one fluorine atom, and one iodine atom attached to the methane backbone.[2][3]

Synthesis

[edit]

Dichlorofluoroiodomethane can be obtained by brominatingdichlorofluoromethane to form bromodichlorofluoromethane, followed by halogen exchange withsodium iodide inacetone; or by reacting tris(dimethylamino)(dichlorofluoromethyl)iodonium chloride with iodine oriodine monochloride.[4]

Physical properties

[edit]

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

References

[edit]
  1. ^"dichlorofluoroiodomethane".NIST. Retrieved6 September 2025.
  2. ^Taylor, John B.; Triggle, David J. (2007).Comprehensive Medicinal Chemistry II.Elsevier. p. 2192.ISBN 978-0-08-044513-7. Retrieved6 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. Retrieved6 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. Retrieved6 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. Retrieved4 September 2025.
By substitution pattern
Unsubstituted
Monosubstituted
Disubstituted
X,X
X,Y
Trisubstituted
X,X,X
X,X,Y
X,Y,Z
Tetrasubstituted
X,X,X,X
X,X,X,Y
X,X,Y,Y
X,X,Y,Z
X,Y,Z,W
Special types
Chiral
Isotopologues
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