3439-98-3Relevant academic research and scientific papers
Thermal behavior, decomposition mechanism and thermal safety of 5,7-diamino-4,6-dinitrobenzenfuroxan (CL-14)
Fu, Xiao-Long,Fan, Xue-Zhong,Wang, Bo-Zhou,Huo, Huan,Li, Ji-Zhen,Hu, Rong-Zu
, p. 993 - 1001 (2016/07/06)
Thermal decomposition kinetics and mechanism of the high-energetic material 5,7-diamino-4,6-dinitrobenzenfuroxan (CL-14) were determined by differential scanning calorimetry (DSC), rapid scanning Fourier transform infrared spectroscopy, and simultaneous thermogravimetric and DSC analyses, coupled with FT-IR and mass spectroscopy. To evaluate the thermal safety of 5,7-diamino-4,6-dinitrobenzenfuroxan (CL-14), its specific heat capacity (Cp) was measured by DSC, and thermal conductivity (λ) was estimated. Kinetic parameters and heat of exothermic decomposition reaction of CL-14 were obtained by analysis of DSC curves. Kinetic parameters used to evaluate the thermal safety of CL-14, such as self-accelerating decomposition temperature (TSADT), critical temperature of thermal explosion (Tb) and impact sensitivity (H50), were obtained. Results showed that for CL-14, TSADT?=?282.0?°C and Tb?=?307.9?°C, whereas H50?=?39.79?cm, revealing that CL-14 had better thermal safety and heat resistance than HMX, RDX and GNTO.
Synthesis of condensed nitrofuroxanes using hydroxylamine
Klyuchnikov,Starovoitov,Khairutdinov,Golovin
, p. 853 - 854 (2007/10/03)
The possibility of preparing condensed nitrofuroxanes using hydroxylamine was examined.
The reactions of 4,6-dinitrobenzofuroxan with sulfite ions in water; cis-trans isomerism in the 1:2 adducts
Crampton, Michael R.,Rabbitt, Lynsey C.
, p. 2169 - 2170 (2007/10/03)
The reaction of 4,6-dinitrobenzofuroxan with sulfite ions in water results in the formation of a 1:1 adduct with high thermodynamic stability, K1 1.3 × 1013 dm3 mol-1, and in a 1:2 adduct which may exist in trans- and cis-isomeric forms.
Interaction of nitroalkane anions with superectrophilic 4,6-dinitrobenzofuroxan: ?-adduct formation and vicarious heteroaromatic substitution of hydrogen.
Terrier, Francois,Goumont, Regis,Pouet, Marie-Jose,Halle, Jean-Claude
, p. 1629 - 1638 (2007/10/02)
Carbanions of nitromethane, nitroethane, 1-nitropropane and 2-nitropropane readily add to 4,6-dinitrobenzofuroxan (DNBF) to form carbon-bonded ?-adducts (5a-d) which are very stable and isolable as crystalline alkali salts.In the case of the nitroethane and 1-nitropropane systems, the complexation results in the formation of two chiral centres, so that diastereoisomeric ?-adducts are formed.Structural features are discussed on the basis of the collected 1H and 13C NMR parameters.Contary to expectation, addition of base (MeO-, CF3CH2O-, NEt3) to dimethyl sulfoxide sol utions of 5a-c did not result in further ionization of the nitroalkane moiety and formation of dianions 7a-c.Instead, it promotes a base-catalysed β-elimination of nitrous acid.This process also occurs and is especially clean with the 2-nitropropane aduct 5d, an example of the rare occurrence of a nucleophilic aromatic substitution of an hydrogen atom assisted by the departure of a vicarious nitro group in the exocyclic moiety.The result is re-aromatization of the carboxylic ring of 5a-d with formation of carbanions (8a-d) which are the conjugate bases of the corresponding 7-R-4,6-dinitrobenzofuroxans (R=Me, Et, Prn, Pri).Despite their lack of stability, NMR characterization of these carbanions could be made.Rate and equilibrium data for DNBF complexation by the four nitroalkane anions studied have been obtained in aqueous solution.The result how that the thermodynamic stability ofthe adducts 5a-d is 105-108 times greater than that of the analogous ?-adducts of 1,3,5-trinitrobenzene, the common reference aromatic electrophile in ?-complexation processes.Such stability differences emphasize the estremely high electrophilic character of DNBF.Analysis of the rate data reveals that nitrocarbanions exhibit especially low intrinsic reactivities in ?-adduct forming reactions.
AMBIPHILIC FUROXAN RING. BENZOFUROXAN OXIDATION BY PERACID AND REDUCTION BY COPPER
Boyer, Joseph H.,Huang, Chrongbao
, p. 1233 - 1240 (2007/10/02)
Monopersulfuric acid, trifluoroperacetic acid and hydrogen peroxide in polyphosphonic acid, or with selenium dioxide in t-butyl alcohol, or in tetramethylene sulfone have each oxidized benzofuroxan into o-dinitrobenzene.Monopersulfuric acid oxidized 4-nitrobenzofuroxan into 1,2,3-trinitrobenzene (80percent) and 4,6-dinitrobenzofuroxan into 1,2,3,5-tetranitrobenzene (99percent); hydrogen peroxide in polyphosphoric acid was moderately efficient for the latter oxidation.Copper in acidified ethanol transformed 4,6-dinitrobenzofuroxan into picramide quantitatively.
