22714-04-1Relevant articles and documents
Explosive Meisenheimer Complexes Formed by Addition of Nucleophilic Reagents to 4,6-Dinitrobenzofurazan 1-Oxide
Norris, William P.,Spear, Robert J.,Read, Roger W.
, p. 297 - 309 (2007/10/02)
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, crystalline solids, and have been characterized by microanalysis 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).