Helvetica Chimica Acta

Mechanisms of Diazo Coupling Reactions. Part XXXII. The Diazoamino Rearrangement in 20% Acetonitrile/Aqueous Buffers

RP Kelly, JR Penton, H Zollinger

Index: Kelly, Richard P.; Penton, John R.; Zollinger, Heinrich Helvetica Chimica Acta, 1982 , vol. 65, # 1 p. 122 - 132

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Citation Number: 11

Abstract

Abstract The rearrangements of 4′-methoxy-N-methyl-and N-methyl-4′-nitro- diatzoaminobenzene have been studied in 20% acetonitrile/aqueous buffers. The reactions are specifically acid catalyzed and involve pre-equilibrium formation of amine and diazonium salt followed by rate-limiting attack of the diazonium ion at a C-atom (C-coupling) to give the corresponding aminoazo compounds. There is no evidence to suggest that, ...