Bromotriiodomethane

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Bromotriiodomethane
Bromotriiodomethane.png
Names
Preferred IUPAC name
bromo(triiodo)methane
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/CBrI3/c2-1(3,4)5
    Key: SVGXPROWWXKVKR-UHFFFAOYSA-N
  • C(Br)(I)(I)I
Properties
CBrI3
Molar mass 472.628 g·mol−1
AppearanceUnstable solid
Density 4.1 g/cm³
Boiling point 300.7 °C (573.3 °F; 573.8 K)
soluble
Hazards
Flash point 135.7 °C
Related compounds
Related compounds
 Chlorotriiodomethane; Dibromodiiodomethane; Tetraiodomethane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bromotriiodomethane is a tetrahalomethane with the chemical formula CBrI3. [1] This is a halomethane containing one bromine atom and three iodine atoms attached to the methane backbone. [2]

Contents

Synthesis

Bromotriiodomethane is prepared by the reaction of triiodomethane with sodium hypobromite. It is formed as a trace by-product in the reaction of carbon tetrabromide with sodium iodide in acetone, with bromotriiodomethane being the main product (30%). [3] [4]

Physical properties

Bromotriiodomethane forms an unstable solid that releases iodine upon exposure to light.[ citation needed ] It is soluble in water.[ citation needed ]

References

  1. ↑ Frenkelʹ, Mikhail Lʹvovich (15 June 1994). Thermodynamics of Organic Compounds in the Gas State. CRC Press. p. 665. ISBN   978-1-883400-03-3 . Retrieved 3 September 2025.
  2. ↑ Luo, Yu-Ran (9 March 2007). Comprehensive Handbook of Chemical Bond Energies. CRC Press. p. 235. ISBN   978-1-4200-0728-2 . Retrieved 3 September 2025.
  3. ↑ Kennedy, John Rider; Vickrey, Thomas M.; Somayajulu, G. R.; Zwolinski, Bruno J. (1 July 1979). "Synthesis of dichloroiodomethane, trichloroiodomethane, dibromoiodomethane, and tribromoiodomethane". Journal of Chemical & Engineering Data . 24 (3): 251–252. doi:10.1021/je60082a003. ISSN   0021-9568 . Retrieved 3 September 2025.
  4. ↑ Katritzky, Alan R.; Gilchrist, Thomas L.; Meth-Cohn, Otto; Rees, Charles Wayne (21 March 2003). Comprehensive Organic Functional Group Transformations. Elsevier. p. 223. ISBN   978-0-08-042704-1 . Retrieved 3 September 2025.
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