| |||
| Names | |||
|---|---|---|---|
| Preferred IUPAC name Bromobenzene[1] | |||
| Other names Phenyl Bromide Bromobenzol Monobromobenzene | |||
| Identifiers | |||
| |||
3D model (JSmol) | |||
| 1236661 | |||
| ChEBI | |||
| ChEMBL | |||
| ChemSpider |
| ||
| ECHA InfoCard | 100.003.295 | ||
| EC Number |
| ||
| KEGG |
| ||
| RTECS number |
| ||
| UNII | |||
| UN number | 2514 | ||
| |||
| |||
| Properties | |||
| C6H5Br | |||
| Molar mass | 157.010 g·mol−1 | ||
| Appearance | Colourless liquid | ||
| Odor | Pleasant aromatic odor | ||
| Density | 1.495 g cm−3, liquid | ||
| Melting point | −30.8 °C (−23.4 °F; 242.3 K) | ||
| Boiling point | 156 °C (313 °F; 429 K) | ||
| 0.041 g/100 mL | |||
| Solubility | soluble indiethyl ether,alcohol,CCl4 miscible inchloroform,benzene,petroleum ether | ||
| Vapor pressure | 4.18 mm Hg | ||
| −78.92·10−6 cm3/mol | |||
Refractive index (nD) | 1.5602 | ||
| Viscosity |
| ||
| Hazards | |||
| GHS labelling: | |||
   | |||
| Warning | |||
| H226,H315,H411 | |||
| P210,P233,P240,P241,P242,P243,P264,P273,P280,P302+P352,P303+P361+P353,P321,P332+P313,P362,P370+P378,P391,P403+P235,P501 | |||
| NFPA 704 (fire diamond) | |||
| Flash point | 51 °C (124 °F; 324 K) | ||
| 565 °C (1,049 °F; 838 K) | |||
| Related compounds | |||
Related halobenzenes | Fluorobenzene Chlorobenzene Iodobenzene | ||
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |||
Bromobenzene is anaryl bromide and the simplest of thebromobenzenes, consisting of abenzene ring substituted with onebromine atom. Its chemical formula isC6H5Br. It is a colourless liquid although older samples can appear yellow. It is a reagent inorganic synthesis.
Bromobenzene is prepared by the action ofbromine onbenzene in the presence ofLewis acid catalysts such asaluminium chloride orferric bromide.[3]
Bromobenzene is used to introduce aphenyl group into other compounds. One method involves its conversion to theGrignard reagent,phenylmagnesium bromide. This reagent can be used, e.g. in the reaction withcarbon dioxide to preparebenzoic acid.[4] Other methods involvepalladium-catalyzed coupling reactions, such as theSuzuki reaction. Bromobenzene is used as a precursor in the manufacture ofphencyclidine.
Animal tests indicate low toxicity.[5] Little is known about chronic effects.[6][7]
For liver toxicity, the 3,4-epoxide is a proposed intermediate.[8]
| Authority control databases: National |
|---|
