Bromobenzenes

Bromobenzenes are a group of aryl bromides/halobenzenes consisting of one or more bromine atoms as substituents on a benzene core.

They have the formula C6H6–nBrn, where n = 1–6 is the number of bromine atoms.

Depending on the number of bromine substituents, there may be several constitutional isomers possible.

Bromobenzenes may be prepared by electrophilic aromatic bromination of benzene and benzene derivatives, using elemental bromine and the Lewis acid catalyst iron(III) bromide.

The reaction takes place in a two-phase mixture of p-xylene and water as solvent, in the presence of catalytic PdCl2(NCPh)2 and triphenylphosphine (PPh3), tetrabutylammonium iodide (TBAI) as a phase-transfer catalyst, and sodium hydroxide as a base.