Dibromoiodomethane

Dibromoiodomethane

Names
Preferred IUPAC name Dibromo(iodo)methane
Identifiers
CAS Number	593-94-2  Y
ChemSpider	11163
PubChem CID	11653
CompTox Dashboard (EPA)	DTXSID60208040
InChI InChI=1S/CHBr2I/c2-1(3)4/h1H Key: SZVSEQHMMFKGEI-UHFFFAOYSA-N
Properties
Chemical formula	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]
Pictograms
Signal word	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

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 occurence

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

1. "CAS 593-94-2 Dibromoiodomethane - Alfa Chemistry". alfa-chemistry.com. Retrieved 2 September 2025.
2. "Dibromoiodomethane (90%) | CymitQuimica". cymitquimica.com. Retrieved 2 September 2025.
3. "Dibromoiodomethane". Sigma Aldrich . Retrieved 2 September 2025.
4. 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.
5. 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.
6. 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.
7. 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.
8. 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.