Tribromochloromethane

Tribromochloromethane is a tetrahalomethane with the chemical formula CBr₃Cl. This is an organic compound containing three bromine atoms and one chlorine atom attached to the methane backbone.^[3][4]

Tribromochloromethane

Names
Preferred IUPAC name Tribromo(chloro)methane
Other names Bromoform-chlorine Chlorotribromomethane[1]
Identifiers
CAS Number	594-15-0 Y
3D model (JSmol)	Interactive image
ChemSpider	62206
ECHA InfoCard	100.008.936
EC Number	209-827-3
PubChem CID	68984
UNII	277P08AUIZ
CompTox Dashboard (EPA)	DTXSID0024347
InChI InChI=1S/CBr3Cl/c2-1(3,4)5 Key: GKXZMEXQUWZGJK-UHFFFAOYSA-N
SMILES C(Cl)(Br)(Br)Br
Properties
Chemical formula	CBr3Cl
Molar mass	287.17 g·mol−1
Appearance	solid[2]
Density	3.0 g/cm3
Melting point	54 °C (129 °F; 327 K)
Boiling point	156.1 °C (313.0 °F; 429.2 K)
Solubility in water	soluble
Hazards
Flash point	52.8±8.5 °C
Related compounds
Related compounds	Dibromochloromethane Dibromodichloromethane Bromotrichloromethane Bromochloromethane Tribromofluoromethane Tribromoiodomethane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Synthesis

Tribromochloromethane can be prepared by the reflux reaction of carbon tetrachloride and aluminum tribromide^[5] or by the reaction of chlorocyclohexane and carbon tetrabromide in presence of ferric bromide.^[6]

CCl₄ + AlBr₃ ⟶ CBr₃Cl + AlCl₃

CBr₄ + C₆H₁₁Cl ⟶ CBr₃Cl + C₆H₁₁Br

Also, dibromoformaldehyde oxime reacts with aqueous mercury dichloride solution, and then reacts with bromine and sodium acetate to obtain dibromochloronitrosomethane, which can then be refluxed with bromine to obtain tribromochloromethane.^[7]

Chemical properties

Tribromochloromethane reacts with concentrated sulfuric acid to produce carbonyl bromide chloride:^[8]

CBr₃Cl + H₂SO₄ → COBrCl + 2HBr + SO₃