176501-96-5Relevant articles and documents
Structural and thermal behavior of imidazolium N,N′-dinitrourea
Liu, Long,Li, Zengxi,Li, Chunshan,Zhang, Suojiang
, p. 67 - 73 (2012)
The structural and thermal behavior of energetic salts based on N,N′-dinitrourea (DNU) should be fully investigated for their further applications. In the present paper, the crystal structure and vibrational spectrum of imidazolium N,N′-dinitrourea ([IMI][DNU]) were investigated in detail. A slight twist or torsion was found in the cation and anion because of their interactions. These interactions also formed a stabilized hydrogen bond network. The vibrations of the functional groups were mainly exhibited in an infrared (IR) spectrum, and the skeletal stretching vibrations mainly appeared in a Raman spectrum. The non-isothermal kinetics of the title compound and its mixture with polyethylene glycol 10000 (PEG10000) were investigated with the methods of Kissinger and Ozawa. In situ IR analysis, mass spectral fragmentation, and bond dissociation enthalpy calculations showed that the initial decomposition step of [IMI][DNU] was the breakage of the NN bond in the anion. The in situ IR of gaseous phase products and mass spectral fragmentation indicated that the main final products of [IMI][DNU] decomposition were N 2O and imidazole.
Nitrocarbamoyl Azide O2NN(H)C(O)N3: A Stable but Highly Energetic Member of the Carbonyl Azide Family
Benz, Maximilian,Klap?tke, Thomas M.,Krumm, Burkhard,Lommel, Marcus,Stierstorfer, J?rg
, p. 1323 - 1327 (2021)
The diazotization of nitrosemicarbazide (1) resulted in the formation and isolation of nitrocarbamoyl azide (2), which was thoroughly characterized by spectroscopic and structural methods. This compound shows surprising stability but also high reactivity and sensitivity, with a melting point of 72 °C and a detonative decomposition point at 83 °C. In addition, five selected salts were synthesized by careful deprotonation. The decomposition mechanism of 2 in solution was investigated and could be clarified by performing experiments using methanol and hydrazine as trapping reagents. The energetic and physicochemical properties of all these compounds were investigated and classified.
Synthesis and Some Properties of 1,2-Dinitroguanidine
Astrat'yev,Dashko,Kuznetsov
, p. 501 - 512 (2003)
1,2-Dinitroguanidine is a product of nitroguanidine nitration with nitric acid and its mixtures with sulfuric acid and oleum. It is a diacid (pK a 1.11, ～11.5) and at the same time a weak base undergoing protonation at the nitrogen of the amino group (pKBH+ -5.81). The decomposition kinetics of 1,2-dinitroguanidine was studied by spectrophotometric method both in acid and alkaline media, and the mechanism of the process was assumed. In the media of high acidity (Ho > -8) the 1,2-dinitroguanidine suffers reversible denitration into nitroguanidine. At lower acidity its conjugate acid or molecular form undergoes hydrolysis yielding nitrourea. Monoanion of 1,2-dinitroguanidine in a weak acid or in an alkali is hydrolyzed into N,N′-dinitrourea. The reaction of 1,2-dinitroguanidine with alkali in alcohol provides its salts, with nitrogen-containing bases form both salts and derivatives of 2-nitroguanidine. The treatment of 1,2-dinitroguanidine with haloalkanes results in its N-alkylated products.
Synthesis of 3,7-dinitro-1,3,5,7-tetraazabicyclo-[3,3,1]nonane (dpt) using task-specific ionic liquids as recoverable catalysts
Xiao-Bing,Ming
experimental part, p. 97 - 100 (2012/02/05)
A facile and efficient method for the synthesis of 3,7-dinitro-1,3,5,7- tetraazabicyclo[3,3,1]nonane (DPT) has been developed starting from urea. In the procedure some task-specific ionic liquids was synthesized as a cheap and recyclable catalyst for the synthesis of DPT. The catalysts could be recovered and reused several times without noticeably decrease in the catalytic activity.
