Density 1.5 g/cm³ Boiling point 156 °C | Formula C6H5Br Appearance Colourless liquid | |
Related Halogenobenzenes | ||
Bromobenzene synthesis
Bromobenzene is an aryl halide, C6H5Br, which can be formed by electrophilic aromatic substitution of benzene using bromine. It is a clear, colourless or pale yellow liquid. It is soluble in methanol and diethyl ether, and very slightly soluble in cold water. The term bromobenzenes may occasionally be used to refer to a benzene containing any number of bromine atoms, or with additional substituents.
Contents
Synthesis of bromobenzene
Synthesis
Bromobenzene is prepared industrially by the action of bromine on benzene in the presence of iron powder.
Uses
Bromobenzene is used to introduce a phenyl group via palladium-catalyzed coupling reactions such as the Suzuki reaction.
Bromobenzene can be used to prepare the corresponding Grignard reagent, phenylmagnesium bromide. This can be used, e.g. in the reaction with carbon dioxide to prepare benzoic acid.
Bromobenzene is used as a precursor in the manufacture of Phencyclidine.
Pharmacology
It is a toxic substance and can cause liver and nervous system damage if inhaled, ingested, or absorbed through the skin.
