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Assembly of Tetrazolylfuroxan Organic Salts: Multipurpose Green Energetic Materials with High Enthalpies of Formation and Excellent Detonation Performance
Chemistry - A European Journal. 2019. Vol. 25. No. 16. P. 4225–4233.
A series of highly energetic organic salts comprising a tetrazolylfuroxan anion, explosophoric azido or azo functionalities, and nitrogen-rich cations were synthesized by simple, efficient, and scalable chemical routes. These energetic materials were fully characterized by IR and multinuclear NMR (H-1, C-13, N-14, N-15) spectroscopy, elemental analysis, and differential scanning calorimetry (DSC). Additionally, the structure of an energetic salt consisting of an azidotetrazolylfuroxan anion and a 3,6,7-triamino-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazolium cation was confirmed by single-crystal X-ray diffraction. The synthesized compounds exhibit good experimental densities (1.57-1.71 g cm(-3)), very high enthalpies of formation (818-1363 kJ mol(-1)), and, as a result, excellent detonation performance (detonation velocities 7.54-8.26 kms(-1) and detonation pressures 23.4-29.3 GPa). Most of the synthesized energetic salts have moderate sensitivity toward impact and friction, which makes them promising candidates for a variety of energetic applications. At the same time, three compounds have impact sensitivity on the primary explosives level (1.5-2.7 J). These results along with high detonation parameters and high nitrogen contents (66.0-70.2 %) indicate that these three compounds may serve as potential environmentally friendly alternatives to lead-based primary explosives.
Ananyeva N. D., Ivashchenko K. V., Urabova S. A. et al., Почвоведение 2024 Т. 57 № 12 С. 2208–2221
Ecosystem services are a modern tool of environmental assessment, planning, and design, especially in large cities. The top layer (0–10 cm) of soddy-podzolic soils (Albic Retisols) was sampled in urban forest parks of Moscow (Aleshkino, Bitsa, Lesnaya experimental dacha, Troparevo, Lianozovo, and Yugo-Zapadny) and suburban (background) forests. In total, 30 samples (6 × 5 plots) ...
Added: February 19, 2025
Larin A. A., Fershtat L., Набатова А. et al., Russian Journal of Physical Chemistry B 2024 Vol. 18 P. 456–460
The decomposition rates of diphenylfuroxane and a number of 4-nitro-3-alkyl-furoxanes in dilute solutions are measured by the manometric and calorimetric methods. An increase in the reaction rate with an increase in the polarity of the solvent is not detected in any instance, which corresponds to the absence of an increase in the dipole moment of ...
Added: January 17, 2025
Yaremenko I., Belyakova Y., Radulov P. et al., Journal of the american chemical society 2022 Vol. 144 No. 16 P. 7264–7282
Added: October 30, 2024
Voronin A., Sofya P. Balabanova, Fedyanin I. et al., Molecules 2022 Vol. 27 No. 19 Article 6287
A strategy for the synthesis of 5-((2-cyanoethyl)-X-amino)-[1,2,3]triazolo[4,5-c][1,2,5]oxadiazol-5-ium-4-ides (X = H; CH2CH2CN; NO2 (4a); CN (4b); CO2Et (4c)) starting from 3-amino-4-azido-1,2,5-oxadiazole was developed. The key step in this strategy is the intramolecular thermolytic cyclization of the azido group and the bis(2-cyanoethyl)triazene group. Removal of the 2-cyanoethyl protecting group from amides 4a–c gave potassium salt of the corresponding nitramide and ...
Added: January 31, 2023
Чаплыгин D., Gorbunov Y., Leonid L. Fershtat, Asian Journal of Organic Chemistry 2021 Vol. 10 No. 10 P. 2644–2653
A regioselective method for an assembly of pharmacologically relevant fully substituted furoxans and isoxazoles using the ring distortion diversity-oriented approach through the one-pot ring cleavage/nucleophilic addition/oxidation cascade of monosubstituted furoxans was developed. The described synthetic strategy is highly regioselective and provides single furoxan regioisomers upon utilization of N- or S-nucleophiles. Utilization of the cyanide-anion as ...
Added: September 12, 2022
Shirokova V., Smirnov A., Zaitseva E. et al., Chemistry Of Heterocyclic Compounds 2022 Vol. 58 P. 255–259
Added: June 19, 2022
Ivanov D., Zaitseva E., Smirnov A. et al., Advanced Synthesis and Catalysis 2022 Vol. 364 No. 9 P. 1587–1595
Added: June 19, 2022
Larin A., Shaferov A., Kulikov A. et al., Chemistry - A European Journal 2021 Vol. 27 P. 14628–14637
cA series of novel energetic materials comprising of azo-bridged furoxanylazoles enriched with energetic functionalities was designed and synthesized. These high-energy materials were thoroughly characterized by IR and multinuclear NMR (1H, 13C, 14N) spectroscopy, high-resolution mass spectrometry, elemental analysis, and differential scanning calorimetry (DSC). The molecular structures of representative amino and azo oxadiazole assemblies were additionally confirmed by ...
Added: October 13, 2021
Belousov Y., Drozdov A., Taydakov I. et al., Coordination Chemistry Reviews 2021 Vol. 15 Article 214084
The unique optical and magnetic properties of lanthanide ions (Ln), like a gem, need the right faceting and the right setting. Azole carboxylic acids provide a unique platform for driving the structure of complex compounds ranging in dimensions from 0-D (molecular complexes) to 1-D, 2-D polymers and 3-D MOF (Metal Organic Framework) structures. The peculiarity ...
Added: October 4, 2021
Belyy A., Platonov D., Salikov R. et al., Dyes and Pigments 2021 Vol. 187 Article 109107
A novel class of fluorescent electron-deficient 5-hydroxyisoquinolones is proposed. The new luminophores are obtained via the reaction of stable and easily available hepta(methoxycarbonyl)cycloheptatrienyl potassium with alkylamines, anilines and acylhydrazines. The new one-pot protocol is efficient with a large scope of primary amines. The solvolysis of N-acylamino substituted 5-hydroxyisoquinolones and subsequent reactions have provided a pathway ...
Added: September 29, 2021
Nizovtsev A., Sokolov A., Smirnov A. et al., ChemistrySelect 2021 Vol. 6 No. 34 P. 8938–8941
Herein we report a short and general protocol for synthesis of potentially biologically active pyridine-2,6-diones. The approach is based on the redirection of the condensation of the intermediates of Dornow reaction – 5-hydroxy-1,2-oxazine-6-ones with primary amines by their prior O-alkylation. Such manipulation blocks their transformation into isoxazoles and allows one to obtain a library of 30+ ...
Added: September 9, 2021
Yasinskii S. V., Koronkevich N. I., Kashutina E. A. et al., , in: Water Resources Management: Methods, Applications and Challenges.: United States of America: Nova Science Publishers, Inc., 2020. P. 123–152.
Since 1990, water use in Russia has decreased significantly (up to 30%). However, significant improvement in surface water quality has not occurred, especially in the Volga River Basin, Russia’s main river. Unsatisfactory water quality in the Volga River Basin seems to result from uncontrolled nonpoint (or diffuse) pollution from basins. To localize the primary sources ...
Added: November 30, 2020
Ясинский С. В., Кашутина Е. А., Sidorova M. et al., Водные ресурсы 2020 Т. 47 № 5 С. 630–648
A brief description is given for the natural conditions and economic activity on a local drainage basin of the Cheboksary Reservoir (less the Oka Basin). The main principles of a new version of landscape-hydrological method used to evaluate nutrient runoff from the drainage basin into water bodies are given. The article presents the values of ...
Added: November 30, 2020
Voronin A., Churakov A., ACS Applied Energy Materials 2020 Vol. 3 No. 9 P. 9401–9407
A smooth synthesis of 4H-[1,2,3]triazolo[4,5-c][1,2,5]oxadiazole 5-oxide 1 and its energetic salts (ammonium, hydroxylammonium, guanidinium, triaminoguanidinium) is reported. The compounds synthesized were characterized by multinuclear nuclear magnetic resonance (NMR) and infrared (IR) spectroscopy, mass spectrometry, elemental analysis, differential scanning calorimetry, single-crystal, and powder X-ray diffraction. All the compounds possess a beneficially high enthalpy of formation (88.9–168.0 kcal·mol–1). These ...
Added: October 15, 2020
Ananyev I., Муравьев Н., Моногаров К. et al., Physical Chemistry Chemical Physics 2017 Vol. 19 No. 1 P. 436–449
Thermal decomposition of a novel promising high-performance explosive dihydroxylammonium 5,50-bistetrazole-1,1'-diolate (TKX-50) was studied using a number of thermal analysis techniques (thermogravimetry, differential scanning calorimetry, and accelerating rate calorimetry, ARC). To obtain more comprehensive insight into the kinetics and mechanism of TKX-50 decomposition, a variety of complementary thermoanalytical experiments were performed under various conditions. Non-isothermal and ...
Added: October 4, 2019
Ananyev I., Топчий М., Зотова М. et al., Chemistry - A European Journal 2017 Vol. 23 No. 27 P. 6663–6674
An efficient and scaled-up synthesis of the imidazol-2-ylidene-based unsymmetrical NHC precursors bearing the sterically demanding hexafluoroisopropylalkoxy group [(CF3)(2)(OR)C-] at the ortho position of the N-aryl substituent was developed. The key step of the method involved the transformation of a Mes-substituted oxazolinium tetrafluoroborate salt through the reaction with the corresponding binucleophilic fluoroalkyl-substituted aniline. The subsequent post-modification ...
Added: October 4, 2019
Ananyev I., Быстров Д., Жилин Е. et al., Advanced Synthesis and Catalysis 2018 Vol. 360 No. 16 P. 3157–3163
A new approach to hetaryl carbamates through a tandem condensation/rearrangement reaction of 2-aminohetarene N-oxides was developed. The developed reaction is suitable for both five- and six-membered heterocycles and proceeds through the condensation of 2-aminohetarene N-oxide with trimethyl orthoformate followed by intramolecular N-oxide oxygen transfer. For five-membered hetarene N-oxides (furoxans), the intramolecular rearrangement is catalyzed by ...
Added: October 4, 2019
Galenko E., Galenko A., Novikov M. et al., ChemistrySelect 2017 Vol. 2 No. 25 P. 7508–7513
New β‐diazopyrrole and β‐triazenylpyrrole derivatives were synthesized from isoxazoles and pyridinium salts in two and three steps, respectively. The apoptotic/necrotic difference for these compounds was estimated on THP‐1 cell line. The most effective of the panel is methyl 3‐diazo‐2‐(2,4‐dimethylphenyl)‐4‐phenyl‐3H‐pyrrole‐5‐carboxylate which demonstrated cytotoxic activity from the lowest concentration of 3.3 μM with a steep rise of the ...
Added: June 25, 2019