Bromotriiodomethane

Bromotriiodomethane
Names
	Preferred IUPAC name Bromo(triiodo)methane
Identifiers
CAS Number	558-16-7 ;
3D model (JSmol)	Interactive image;
ChemSpider	11570035;
PubChem CID	12542275;
CompTox Dashboard (EPA)	DTXSID70501897;
	InChI InChI=1S/CBrI3/c2-1(3,4)5 Key: SVGXPROWWXKVKR-UHFFFAOYSA-N;
	SMILES C(Br)(I)(I)I;
Properties
Chemical formula	CBrI3
Molar mass	472.628 g·mol−1
Appearance	Unstable solid
Density	4.1 g/cm³
Boiling point	300.7 °C (573.3 °F; 573.8 K)
Solubility in water	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). Infobox references

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]^[3]

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%).^[4]^[5]

Physical properties

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

References

^ 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.
^ 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.
^ Gurvich, L. V.; Veyts, I. (1 September 1990). Thermodynamic Properties Of Individual Substances: Elements And compounds. CRC Press. p. 197. ISBN 978-0-89116-533-0. Retrieved 11 September 2025.
^ 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.
^ 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.

[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] Gurvich, L. V.; Veyts, I. (1 September 1990). Thermodynamic Properties Of Individual Substances: Elements And compounds. CRC Press. p. 197. ISBN 978-0-89116-533-0. Retrieved 11 September 2025.

[4] 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.

[5] 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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