Substitution at the Nitrogen Atom of Nitroso- and Nitro-Groups

1 Substitution at the Nitrogen Atom of Nitroso and Nitro Groups 

The nucleophilic attack on the nitrogen atom of a nitroso group is the limiting stage of condensation reactions of nitroso compounds with amines, methylene-active, and organomagnesium compounds, of Ehrlich-Sachs, Fischer-Hepp, Burton, and other reaction [161,162]. 

So as to determine the optimum path of approach of a nucleophile to the nitroso group, model reactions of the associative nucleophilic substitution in the molecules of nitroxyl and nitrosyl flouride were studied by the MINDO/3 method [163]  

The same mechanism is predicted by the calculations [163] also for the substitution reactions at the nitrogen atom of a nitro group. They are less common than Eq. (5.15) and proceed readily only in very few cases. Thus, the nitro-containing compounds do not practically exchange their oxygen atoms when treated with water in acidic or alkaline medium [167]. As a model for studying the MERP peculiarities, a degenerate transformation was taken  

The ion LV, whose calculated structure is shown in Fig. 5.11, is an anion of the orthonitric acid H3NO4 the existence of which in sufficiently concentrated solution of HNO3 has been proven. 

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