
%0 Journal Article
%A Norris, WP 
%A Spear, RJ 
%A Read, RW 
%T Explosive Meisenheimer complexes formed by addition of nucleophilic reagents to 4,6-dinitrobenzofurazan 1-oxide
%J Australian Journal of Chemistry
%D 1983/02/01
%V 36
%N 2
%P 297-309
%K 
%R https://doi.org/10.1071/CH9830297
%U https://www.publish.csiro.au/paper/CH9830297 
%X The reaction between 4,6-dinitrobenzofurazan 1-oxide (1) and a number of nucleophilic oxygen and nitrogen reagents has been studied. The exceptional electrophilic power of (1) leads to formation of 1 : 1 Meisenheimer complexes as the general reaction observed. Ammonia and hydrazine also form bis-adducts in the presence of excess (1). All the adducts were isolated as stable, but highly explosive, cystalline solids, and have been characterized by micro-analysis and spectroscopy. The adducts from N3- and I- have been observed spectroscopically but not isolated. The monomethoxy adduct (8) undergoes a novel internal oxidation-reduction to form a gem-dimethoxybenzofurazan complex(6). 
