In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Nucleophilic substitution of aromatic chlorine in diazonium ions by bromide ions, published in 1962, which mentions a compound: 16588-26-4, Name is 3-Bromo-4-chloronitrobenzene, Molecular C6H3BrClNO2, Quality Control of 3-Bromo-4-chloronitrobenzene.
To determine why a Cl atom in a suitably substituted diazonium ion should not be replaced by a Br- ion, the reaction of 2-chloro-5-nitrobenzenediazonium ion in an HBr-AcOH-H2O medium at 25° was studied. It was found that some of the aromatic Cl is “”frozen in”” and no quant. conversion of aromatic Cl to Br can occur; the reverse reactions are considerably more rapid than the forward ones, so that a small amount of Cl- ions generated in the exchange reaction produces an equilibrium containing comparable amounts of each, despite the large excess of HBr; and the equilibrium is continually being disturbed by the side-reactions, which cannot be suppressed by increasing the Br- ion concentration
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