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When benzene diazonium chloride is treated with Cu and HBr, bromobenzene, N2 and CuCl are obtained. This reaction is called

  • A.Hoffmann reaction
  • B.Gabriel reaction
  • C.Sandmeyer reaction
  • D.Gatterman reaction
  • E.Hinsberg's reaction

Answer: D

This is the Gattermann reaction.

Replacing the diazonium group by a halogen using copper powder with the halogen acid (here Cu and HBr) is the Gattermann reaction: C6H5N2Cl + HBr (with Cu) gives C6H5Br, N2 and CuCl.

The Sandmeyer reaction does the same job with a copper(I) salt, CuBr in HBr, rather than copper metal. Hoffmann bromamide degradation turns an amide into an amine, the Gabriel synthesis makes primary amines from phthalimide, and Hinsberg's reagent (benzenesulphonyl chloride) distinguishes primary, secondary and tertiary amines.

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