FURAZAN N-OXIDES

DIOXAZOLONES, FURAZAN N-OXIDES HYDROXYLAMINIUM SALTS, ISOXAZOLES, 2H-1,2,4-OXADIAZOLO[2,3-a]PYRIDINE-2-TfflONES OXIMES, OXIME CARBAMATES... 

Tribromamine oxide, 0291 Trimethylamine oxide, 1313 See FURAZAN N-OXIDES... 

This oxygen rich explosive is claimed to be the first pernitro heterocycle known. See other FURAZAN N-OXIDES, C—NITRO COMPOUNDS... 

Reaction of this compound, or the considerably more explosive 2,6-dinitrobenzofur-oxan, with nucleophiles (secondary and tertiary amines, sodium hydroxide) showed evidence of Meisenheimer type complexes being formed - zwitteionic in the case of tertiary amines. Some of these broke down by elimination of water to give substituted benzoxadiazoles. All complexes and other isolated products are described as explosive. 4,6-Dinitrobenzofurazan iV-oxide Nucleophilic reagents See other furazan n-oxides... 

Low MW strained-ring furazan N-oxides (furoxans) and some of their precursors are highly energetic compounds and should be handled carefully with due caution [1], and preferably in solution [2]. Benzofuroxans are reviewed, especially in relation to their explosive properties, which may be superior to corresponding nitrocompounds in energy, speed of detonation and bulk density [3]. Individually indexed compounds are 4-(2 -Ammonio-2 -carboxyethykhio)-5,7-dinitro-4,5-dihydrobenzofurazanide N-oxide, 3140... 

DIOXAZOLONES FURAZAN N-OXIDES HYDROXYLAMINIUM SALTS ISOXAZOLES... 

Tribromamine oxide, 0290 Trimethylamine oxide, 1309 See also 3,3 -Azobis(6-amino-l,2,4,5-tetrazine See FURAZAN N-OXIDES... 

Tetracyclo[4.3.03,5.04,6]nona-1,7-diene, 3119 3,6,9-Triazatetracyclo[6.1.0.02 4.05 7]nonane, 2392 FURAZAN N-OXIDES See also ENDOTHERMIC COMPOUNDS... 

Finally, when 2,4-dimethoxy-6-methyl-l,3,5-triazine was nitrated with nitric acid alone at 20 °C, the product was 3,4-bis(3, 5 -dimethoxy-1,3,5-triazinyl)-l,2,5-oxadiazole 2-oxide (27). This product was presumably formed by the normal dimerisation of a nitrile oxide to a furazan N-oxide, the nitrile oxide in this case being 3,5-dimethoxy-l,3,5-triazinonitrile oxide (26). The latter would be formed by tautomerism and elimination of water from the mono-nitration product 3,5-dimethoxy-2-nitromethyl-l,3,5-triazine (25) before it could be further nitrated to the product formed imder mixed acid conditions (Scheme 24). 

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