Chemistry:Dibromodichloromethane

From HandWiki

Dibromodichloromethane is a tetrahalomethane with the chemical formula CBr
2
Cl
2
.[1] This is a halomethane containing two bromine atoms and two chlorine atoms attached to the methane backbone.[2][3]

Synthesis

Dibromodichloromethane can be obtained by treating tetrachloromethane with bromine trifluoride in the presence of aluminum chloride or boron tribromide.

Also it can be obtained, by the reaction of carbon tetrachloride and aluminum tribromide.[4]

Physical properties

Dibromodichloromethane forms a solid[5], insoluble in water. It reacts with alkenes by addition of bromine and dichlorobromomethyl.[6]

Dibromodichloromethane is a potentially toxic compound.[7]

References

  1. "Dibromodichloromethane". NIST. https://webbook.nist.gov/cgi/cbook.cgi?ID=C594183&Mask=200. 
  2. Katritzky, Alan R.; Gilchrist, Thomas L.; Meth-Cohn, Otto; Rees, Charles Wayne (21 March 2003) (in en). Comprehensive Organic Functional Group Transformations. Elsevier. p. 226. ISBN 978-0-08-042704-1. https://www.google.ru/books/edition/Comprehensive_Organic_Functional_Group_T/YzBveZGm0GEC?hl=en&gbpv=1&dq=Dibromodichloromethane&pg=PA226&printsec=frontcover. Retrieved 3 September 2025. 
  3. (in en) Toxicological Evaluation of Chemical Interactions. National Institutes of Health, National Institute of Environmental Health Sciences. 1994. p. 141. https://www.google.ru/books/edition/Toxicological_Evaluation_of_Chemical_Int/Rt5XQmmbTbcC?hl=en&gbpv=1&dq=Dibromodichloromethane&pg=PA141&printsec=frontcover. Retrieved 3 September 2025. 
  4. Tanaka, Ryuichi; Zhèng, Shì-Qín; Kawaguchi, Kenji; Tanaka, Takehide (1 January 1980). "Nucleophilic attack on halogeno(phenyl)acetylenes by halide ions" (in en). Journal of the Chemical Society, Perkin Transactions 2 (11): 1714–1720. doi:10.1039/P29800001714. ISSN 1364-5471. https://pubs.rsc.org/en/content/articlelanding/1980/p2/p29800001714. Retrieved 3 September 2025. 
  5. Williams, Donald E.; Smyth, Charles P. (1 May 1962). "The Dielectric Relaxation of Dibromodichloromethane, Succinonitrile and Several Camphor Derivatives in the Solid State". Journal of the American Chemical Society 84 (10): 1808–1812. doi:10.1021/ja00869a007. ISSN 0002-7863. https://pubs.acs.org/doi/10.1021/ja00869a007. Retrieved 3 September 2025. 
  6. Schmoldt, A.; Benthe, H. F.; Haberland, G. (1 September 1975). "Digitoxin metabolism by rat liver microsomes". Biochemical Pharmacology 24 (17): 1639–1641. doi:10.1002/anie.201704074. https://onlinelibrary.wiley.com/doi/10.1002/anie.201704074. 
  7. "Human Metabolome Database: Showing metabocard for Dibromodichloromethane (HMDB0061733)". HMDB. https://hmdb.ca/metabolites/HMDB0061733.