Sandmeyer Reactions of Benzenediazonium Chloride

BenzeneDiazonium chloride (C6H5-N2Cl) can be converted to another important aromatic organic compounds such as chlorobenzene, bromobenzene by a series of sandmeyer reactions. -N2Cl group is replaced by another group such as -Cl, Br etc. SandMeyer reactions were found in 1884 by a Swiss chemist Traugott Sandmeyer.




In this tutorial, we will discuss following reactions under sandmeyer reactions.

  • Benzenediazonium chloride and CuCl
  • Benzenediazonium chloride and CuBr
  • Benzenediazonium chloride and CuCN
  • Benzenediazonium chloride and KI
  • Benzenediazonium chloride and HBF4


Benzenediazonium chloride and CuCl

Chlorobenzene is formed when benzenediazonium chloride is treated with CuCl (Copper(I) chloride). Instead of CuCl, you can use copper powder with HCl. In this reaction, Cu+ ion behave as a catalyst.

Benzenediazonium chloride and CuCl reaction

Benzenediazonium chloride and CuBr

Bromobenzene is formed when benzenediazonium chloride is treated with CuBr (Copper(I) bromide). Instead of CuBr, you can use copper powder with HBr. In this reaction, Cu+ ion behaves as a catalyst.

Benzenediazonium chloride and CuBr reaction

Benzenediazonium chloride and CuCN

When benzenediazonium chloride is treated with CuBr (Copper(I) bromide), Benzonitrile is produced.

Benzenediazonium chloride and CuCN reaction.jpg

Benzenediazonium chloride and KI

Iodobenzene can be produced by the reaction of benzenediazonium chloride and KI (potassium iodide). But, you should heat the reactant medium. For this reaction, Cu+ catalyst is not required as previous three reactions.

Benzenediazonium chloride and KI reaction

Reaction of benzenediazonium chloride and HBF4

You can prepare flurobenzene by the reaction of benzenediazonium chloride and HBF4 (fluoroboric acid).

Benzenediazonium chloride and HBF4 reaction




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