594-18-3

Basic information

• Product Name: DIBROMODICHLOROMETHANE
• Synonyms: Carbon dibromide dichloride;CCl2Br2;DICHLORODIBROMOMETHANE;DIBROMODICHLOROMETHANE;CLOSURE BLACK KS 45 PTFE;DIBROMODICHLOROMETHANE 95%;Dibromodichloromethane,95%
• CAS NO: 594-18-3
• Molecular Formula: CBr₂Cl₂
• Molecular Weight: 242.72
• EINECS: 209-829-4
• Mol File: 594-18-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 38°C
• Boiling Point: 66 °C81 mm Hg(lit.)
• Flash Point: 36.2°C
• Appearance: /
• Density: 2.433 g/mL at 25 °C(lit.)
• Vapor Pressure: 12mmHg at 25°C
• Refractive Index: n20/D 1.552(lit.)
• CAS DataBase Reference: DIBROMODICHLOROMETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: DIBROMODICHLOROMETHANE(594-18-3)
• EPA Substance Registry System: DIBROMODICHLOROMETHANE(594-18-3)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 27-36/37/39-45
• WGK Germany: 3
• Hazardous Substances Data: 594-18-3(Hazardous Substances Data)

Usage

Purification Methods

Crystallise CBr2Cl2, repeatedly from its melt, after washing with aqueous Na2S2O3 and drying with BaO. Alternatively, distil it in a vacuum. Store away from light. [Beilstein 1 H 68, 1 III 88, 1 IV 82.]

InChI:InChI=1/CBr2Cl2/c2-1(3,4)5

Upstream product

• 56-23-5 tetrachloromethane 
• 34557-54-5 methane 
• 67-66-3 chloroform 
• 7726-95-6 bromine 
• 7647-15-6 sodium bromide 
• 7647-14-5 sodium chloride 
• 75-62-7 Bromotrichloromethane 
• 558-13-4 carbon tetrabromide 
• 16873-17-9 deuterium 
• 73411-12-8 bromodichloronitrosomethane 
• 75-09-2 dichloromethane 
• 16887-00-6 chloride 
• 594-15-0 chlorotribromomethane 

Downstream Products

• 75-35-4 1,1-Dichloroethylene 
• 74-95-3 1,1-dibromomethane 
• 56-23-5 tetrachloromethane 
• 75-62-7 Bromotrichloromethane 
• 594-15-0 chlorotribromomethane 
• 558-13-4 carbon tetrabromide 
• 111-65-9 octane 
• 7642-04-8 cis-2-octene 
• 2801-86-7 7,8-Dimethyltetradecane 
• 5685-42-7 1,1-dichloro-2-hexylcyclopropane 
• 557-35-7 2-bromooctane 
• 5263-17-2 4-chloro-1-(2,2-dichloroethenyl)benzene 
• 3510-48-3 4-chlorobenzaldehyde azine 
• 353-58-2 bromodichlorofluoromethane 

Relevant articles and documents

Facile halogen exchange reactions: Chloroform with bromoform and carbon tetrachloride with carbon tetrabromide

Both of the title systems undergo rapid halogen exchange (half-life ca. 1-2 min) in N-methylpyrolidinone with catalytic sodium hydroxide at room temperature. Yet they differ markedly in response to added p-dinitrobenzene. The rate of the haloform exchange is unaffected, whereas the rate of the carbon tetrahalide exchange is severely retarded. The known base-induced halogen exchange reaction between chloroform and bromoform is shown not to proceed through a reversible carbene intermediate as claimed in the literature. It appears to be best described in terms of the so-called RARP mechanism (radical anion-radical pair). The mechanism proposed for the rapid exchange between carbon tetrachloride and carbon tetrabromide is initial electron transfer, halide ion loss, and ensuing radical chain scrambling of halogen atoms. The acronym RARC, standing for radical anion-radical chain, is proposed.

Nucleophilic attack on halogeno(phenyl)acetylenes by halide ions

Nucleophilic reactions between halogeno(phenyl)acetylenes and halide ions, ArC≡CX + Y-, where Ar = C6H5 or p-ClC 6H4, X = Cl or Br, and Y = Cl or Br, have been examined. Halogen exchange of the Finkelstein type was observed for the first time in acetylene halides in anhydrous dimethyl sulphoxide when X = Br and Y = Cl. This exchange did not occur with other X-Y combinations. In the presence of up to 20% water in dimethyl sulphoxide, or under aqueous-organic phase-transfer catalytic conditions, nucleophilic addition (formally of HY) took place for all the X-Y combinations studied. In the additions, the nucleophile Y- invariably attacked the carbon to which the phenyl group was bound. The mode of HY addition was stereospecifically trans; accordingly, the resulting dihalogenostyrenes always had the (Z)-1,2-dihalogeno-configuration.