Dibromoiodomethane
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| Preferred IUPAC name
Dibromo(iodo)methane | |
| Identifiers | |
3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| CHBr2I | |
| Molar mass | 299.731 g·mol−1 |
| Appearance | Dark red to dark brown oil[1] |
| Density | 3.3 g/cm³ |
| Boiling point | 185.9 °C (366.6 °F; 459.0 K) |
| Hazards | |
| GHS labelling:[2] | |
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| Danger | |
| Flash point | 66.2 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Dibromoiodomethane is a tetrahalomethane with the chemical formula CHBr2I.[3] This is a halomethane containing two bromine atoms and one iodine atom attached to the methane backbone. The compound is a by-product of chlorine disinfection of drinking water.[4][5]
Natural occurrence
The compound is found in such red algae as Asparagopsis armata and Asparagopsis taxiformis.[6][7]
Synthesis
The compound can be obtained by the reaction of bromoform and sodium hypoiodite, where sodium hypoiodite is generated in situ by the reaction of sodium hypochlorite with potassium iodide under alkaline conditions.[8]
References
- ^ "CAS 593-94-2 Dibromoiodomethane - Alfa Chemistry". alfa-chemistry.com. Retrieved 2 September 2025.
- ^ "Dibromoiodomethane (90%) | CymitQuimica". cymitquimica.com. Retrieved 2 September 2025.
- ^ "Dibromoiodomethane". Sigma Aldrich. Retrieved 2 September 2025.
- ^ Nikolaou, Anastasia (17 November 2003). Haloforms and Related Compounds in Drinking Water. Springer Science & Business Media. p. 205. ISBN 978-3-540-40421-7. Retrieved 2 September 2025.
- ^ Chen, Chao; Andrews, Susan; Xie, Yuefeng (28 December 2024). Disinfection By-Products in Water. Springer Nature. p. 117. ISBN 978-3-031-74260-6. Retrieved 2 September 2025.
- ^ Gribble, Gordon W. (2 December 2009). Naturally Occurring Organohalogen Compounds - A Comprehensive Update. Springer Science & Business Media. p. 20. ISBN 978-3-211-99323-1. Retrieved 2 September 2025.
- ^ Ackman, Robert George (30 April 1989). Marine Biogenic Lipids, Fats & Oils. CRC Press. p. 15. ISBN 978-0-8493-4889-1. Retrieved 2 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 2 September 2025.