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Diazotisations in Highly Concentrated Mineral Acids: The nitrosation mechanism of anilinium and hydroxylammonium ions through proton loss from the ammonio group
It is shown that the acidity dependence of the rate of nitrosation of aromatic amines and of hydroxylamine in strongly acidic aqueous solutions does not necessarily involve the rearrangement of a charge transfer complex (consisting of the NO+ ion and the substrate with an NH 3+ group) in concert with a proton loss at the NH 3+ group. More likely, proton loss of the charge complex preceeds the π → N rearrangement of the NO+ ion.