Bromobenzene

Bromobenzene is an aryl bromide and the simplest of the bromobenzenes, consisting of a benzene ring substituted with one bromine atom. Its chemical formula is Template:Chem2. It is a colourless liquid although older samples can appear yellow. It is a reagent in organic synthesis.

Synthesis and reactions

Bromobenzene is prepared by the action of bromine on benzene in the presence of Lewis acid catalysts such as aluminium chloride or ferric bromide.<ref>Template:Cite journal</ref>

Bromobenzene is used to introduce a phenyl group into other compounds. One method involves its conversion to the Grignard reagent, phenylmagnesium bromide. This reagent can be used, e.g. in the reaction with carbon dioxide to prepare benzoic acid.<ref>Template:Cite journal</ref> Other methods involve palladium-catalyzed coupling reactions, such as the Suzuki reaction. Bromobenzene is used as a precursor in the manufacture of phencyclidine.

Toxicity

Animal tests indicate low toxicity.<ref>{{#invoke:citation/CS1|citation |CitationClass=web }}</ref> Little is known about chronic effects.<ref>Template:Cite journal</ref><ref name=":6">Template:Cite book</ref>

For liver toxicity, the 3,4-epoxide is a proposed intermediate.<ref name=":1">{{#invoke:citation/CS1|citation |CitationClass=web }}</ref>

References

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