Bromodichlorofluoromethane

Bromodichlorofluoromethane

Names
Preferred IUPAC name Bromo(dichloro)fluoromethane
Other names bromo-dichloro-fluoromethane
Identifiers
CAS Number	353-58-2  Y
3D model (JSmol)	Interactive image
ChemSpider	9247
ECHA InfoCard	100.005.943
EC Number	206-536-3
PubChem CID	9624
UNII	IHD7R7A3OI
CompTox Dashboard (EPA)	DTXSID2074291
InChI InChI=1S/CBrCl2F/c2-1(3,4)5 Key: ARBYBCHKMDUXNE-UHFFFAOYSA-N
SMILES C(Br)(Cl)(Cl)F
Properties
Chemical formula	CBrCl2F
Molar mass	181.81 g·mol−1
Appearance	liquid [1]
Density	2.1 g/cm3
Melting point	−159.5 °C (−255.1 °F; 113.6 K)
Boiling point	53.3 °C (127.9 °F; 326.4 K)
Hazards
Flash point	-14.0 °C
Related compounds
Related compounds	Chlorofluoroiodomethane; Chlorodifluoroiodomethane; Chlorofluorodiiodomethane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Bromodichlorofluoromethane is a tetrahalomethane with the chemical formula CCl₂BrF. ^[2] This is a halomethane containing two chlorine atoms, one fluorine atom, and one bromine atom attached to the methane backbone. ^{[3] [4] [5]}

Synthesis

The compound can be obtained by bromination of dichlorofluoromethane at 475 °C, or by reacting silver dichlorofluoroacetate with bromine, or silver chlorobromofluoroacetate with chlorine: ^[6]

CCl₂FCOOAg + Br₂ → CBrCl₂F + CO₂ + AgBr

CBrClFCOOAg + Cl₂ → CBrCl₂F + CO₂ + AgCl

Chemical properties

Bromodichlorofluoromethane reacts with sodium iodide in acetone at 120 °C to produce dichlorofluoroiodomethane: ^[7]

CBrCl₂F + NaI → CCl₂FI + NaBr

References

1. Lide, David R. (9 March 1995). CRC Handbook of Chemistry and Physics: A Ready-reference Book of Chemical and Physical Data. CRC Press. p. 3-66. ISBN   978-0-8493-0595-5 . Retrieved 7 September 2025.
2. "Methane, bromodichlorofluoro-". NIST . Retrieved 7 September 2025.
3. "NCATS Inxight Drugs — BROMODICHLOROFLUOROMETHANE". drugs.ncats.io. Retrieved 7 September 2025.
4. Luo, Yu-Ran (9 March 2007). Comprehensive Handbook of Chemical Bond Energies. CRC Press. p. 234. ISBN   978-1-4200-0728-2 . Retrieved 7 September 2025.
5. Yaws, Carl L. (20 June 2014). Thermophysical Properties of Chemicals and Hydrocarbons. William Andrew. p. 265. ISBN   978-0-323-29060-9 . Retrieved 7 September 2025.
6. Katritzky, A.R.; Gilchrist, T. L.; Meth-Cohn, O.; Rees, C. W. (1995). Comprehensive Organic Functional Group Transformations (1. ed.). Oxford: Elsevier Science. p. 225. ISBN   978-0-08-042704-1 . Retrieved 4 September 2025.
7. Katritzky, Alan R.; Gilchrist, Thomas L.; Meth-Cohn, Otto; Rees, Charles Wayne (21 March 2003). Comprehensive Organic Functional Group Transformations. Elsevier. p. 226. ISBN   978-0-08-042704-1 . Retrieved 7 September 2025.