Diazotisation Mechanism of Heteroaromatic Amines. Diazotisation of 2??aminothiazole as an equilibrium

…, B Güleç, P Skrabal, H Zollinger

Index: Diener, Heinz; Guelec, Bilge; Skrabal, Peter; Zollinger, Heinrich Helvetica Chimica Acta, 1989 , vol. 72, p. 800 - 805

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Citation Number: 9

Abstract

Abstract The rate of diazotization of 2-aminothiazole was measured in 65 to 75%(w/w) aqueous H 2 SO 4. The kinetic solvent isotope effect of the diazotization in 72% D 2 SO4/D 2 O was determined (k H/k D= 5.8±0.2). These data are consistent with a mechanism in which the 2-aminothiazole, protonated at the ring N-atom, but not at the NH 2 group, is attacked by the NO+ ion. The reaction does not go to completion, but to an equilibrium. The ...