Bromotrichloromethane
Chemical compound
From Wikipedia, the free encyclopedia
Bromotrichloromethane is a tetrahalomethane with the chemical formula CBrCl3. This is a halomethane containing one bromine atom and three chlorine atoms.[2][3] Bromotrichloromethane is a volatile, non-flammable, colorless liquid with a pungent odor that is practically insoluble in water but miscible with organic solvents.[4]
| |
| Names | |
|---|---|
| Preferred IUPAC name
Bromo(trichloro)methane | |
| Other names
Carbon bromotrichloride | |
| Identifiers | |
3D model (JSmol) |
|
| ChemSpider | |
| ECHA InfoCard | 100.000.806 |
| EC Number |
|
PubChem CID |
|
| UNII | |
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| CBrCl3 | |
| Molar mass | 198.27 g·mol−1 |
| Appearance | colorless liquid |
| Density | 2.401 g/cm³ |
| Melting point | 21 °C (70 °F; 294 K) |
| Boiling point | 105 °C (221 °F; 378 K) |
| practically insoluble | |
| Hazards | |
| GHS labelling:[1] | |
 | |
| Warning | |
| Flash point | 32.6 °C |
| Related compounds | |
Related compounds |
|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Synthesis
Bromotrichloromethane can be obtained by treating carbon tetrachloride with hydrogen bromide or aluminum bromide.[5] It can also be obtained by reacting trichloromethane with bromine at 225 to 400 °C or potassium trichloroacetate with bromine at 120 °C.[6]
- Cl3CCO2K + Br2 → CBrCl3 + CO2 + KBr
Physical properties
Uses
Bromotrichloromethane is used as a chain transfer agent for the radical polymerization of methacrylates and as a brominating agent.[7]
It is used for the addition of Br-CCl3 across double bonds.[2]