Synthesis of a New Explosive Compound, Trans-1,4,5,8-Tetranitro-1,4,5,8- Tetraazadecalin

Willer, Rodney L.

doi:10.21236/ada116666

Cited by 4 publications

(4 citation statements)

References 1 publication

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“…DHPP is an intermediate in the synthesis of 1,4,5,8-tetranitro-1,4,5,8-tetraazadecalin 2 which is the component of gunpowder and has outstanding application prospects as a single compound explosive. 3 It is also of great importance in the reduction of the proportion of free or combined hydrogen sulphide present in a liquid.…”

Section: Introductionmentioning

confidence: 99%

Determination and Correlation of Solubility of Decahydropyrazino[2,3-b]pyrazine in Methanol, Ethanol, and 2-Propanol

Chen

Zeng

Wang

et al. 2011

Ind. Eng. Chem. Res.

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The solubilities of decahydropyrazino[2,3-b]pyrazine (DHPP) in methanol, ethanol, and 2-propanol were measured at temperatures ranging from 274.95 to 354.75 K. The last crystal disappearance method was used to determine the solubility of DHPP. The experimental data were correlated by the van’t Hoff plot, λh (Buchowski) equation, modified Apelblat equation, and two local composition models (Wilson and NRTL). Moreover, the densities of (DHPP + water) solution were measured from 274.25 to 355.95 K, and the liquid molar volume of DHPP, V m1(T), was obtained and used to calculate the parameters in the Wilson model. It was found that NRTL model gave the best correlation results. On the basis of the NRTL model and experimental data, the thermodynamic excess functions (ΔG E, ΔS E, and ΔH E) of DHPP + alcohols (methanol, ethanol, and 2-propanol) systems were determined. Furthermore, the infinite-dilution activity coefficient and the infinite-dilution reduced excess enthalpy (γ1 ∞ and ΔH E1 ∞) were derived.

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Section: Introductionmentioning

confidence: 99%

Determination and Correlation of Solubility of Decahydropyrazino[2,3-b]pyrazine in Methanol, Ethanol, and 2-Propanol

Chen

Zeng

Wang

et al. 2011

Ind. Eng. Chem. Res.

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“…To date, there have been many investigations on the seven cyclic nitramines, especially on trans-1458TNAD, such as their syntheses, sensitivities, thermal decomposition, lattice energies, heats of fusion and sublimation, IR spectra, densities, and detonation properties, and so on [4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20]. However, to date there are no systematic studies on these isomeric compounds and limited experimental geometries of these compounds are available, especially those in gaseous phase.…”

Section: Introductionmentioning

confidence: 99%

Theoretical study of the structures and properties of cyclic nitramines: Tetranitrotetraazadecalin (TNAD) and its isomers

Qiu

et al. 2005

Int J of Quantum Chemistry

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Density Functional Theory (DFT) was employed to study the geometries, electronic structures, infrared vibrational spectra, and thermodynamic properties of seven isomeric cyclic nitramines of C 6 H 10 N 8 O 8 (i.e., TNAD and its six isomers) at the B3LYP/6-31G* level of theory. The experimental results available for TNAD were used to determine the reliability of the DFT method for generating structural and IR spectroscopic values for these molecular systems. The relative stabilities of the conformers were evaluated from the energy differences of the structures. Detonation properties of various conformers were evaluated using the Kamlet-Jacobs equations, and it was found that all the calculated results are comparable to the available experimental data. In addition, the calculated results demonstrate that all title compounds can be used as excellent propellant ingredients.

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“…According to ref 3, the furazan ring constitutes a part of high energy materials, while the polynitrogenous derivatives of furazanopyrazine have been proposed for use as explosives. 4,5 Aforesaid studies have contributed to the development of methods for the synthesis of furazanopyrazines 6−9 and have stimulated investigations into their physical 10 and biological 11,12 properties. Heterocycles containing an oxadiazole moiety possess antiatherogenic, 13 antimalarial, 14 and antimicrobial 15,16 activities, as well as neuroprotective 17 and antiproliferative 18 effects.…”

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confidence: 99%

First Example of Catalytic Synthesis of Difurazanohexahydrohexaazapyrenes and in Vitro Study of Their Antitumor Activity

Rakhimova

Kirsanov

Mescheryakova

et al. 2019

ACS Med. Chem. Lett.

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Catalytic method for synthesis of hexahydrohexaazapyrenes bearing two annelated furazan moieties has been successfully developed. Structures of synthesized hexahydrodioxadecaazadicyclopenta[e,l]pyrenes have been determined on the basis of NMR data using 2D techniques, MALDI TOF/ TOF mass spectrometry, and X-ray analysis. Primary screening of hexahydrodioxadecaazadicyclopenta[e,l]pyrenes for cytotoxic activity against the K562, Jurkat, U937, and HeLa tumor cell lines has been performed. Studies on the induction of apoptosis and the effect of the synthesized compounds on the cell cycle have been successfully implemented. The synthesized compounds have been found to induce apoptosis of cancer cells in the K562, Jurkat, U937, and HeLa lines.

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Synthesis of a New Explosive Compound, Trans-1,4,5,8-Tetranitro-1,4,5,8- Tetraazadecalin

Cited by 4 publications

References 1 publication

Determination and Correlation of Solubility of Decahydropyrazino[2,3-b]pyrazine in Methanol, Ethanol, and 2-Propanol

Determination and Correlation of Solubility of Decahydropyrazino[2,3-b]pyrazine in Methanol, Ethanol, and 2-Propanol

Theoretical study of the structures and properties of cyclic nitramines: Tetranitrotetraazadecalin (TNAD) and its isomers

First Example of Catalytic Synthesis of Difurazanohexahydrohexaazapyrenes and in Vitro Study of Their Antitumor Activity

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