Optimization of the key steps of synthesis and study of the fundamental physicochemical properties of high energy compounds — 4-(2,2,2-trinitroethyl)-2,6,8,10,12-pentanitrohexaazaisowurtzitane and 4,10-bis(2,2,2-trinitroethyl)-2,6,8,12-tetranitrohexaazaisowurtzitane

́yanov, O. A. Luk; Shlykova, N. I.; Pokhvisneva, G. V.; Ternikova, T. V.; Никитин, С. В.; Smirnov, G. A.; Nelubina, Yu. V.; Dorovatovskii, Pavel V.; ́kova, T. S. Kon; ́yov, N. V. Murav; Пивкина, Алла Н.

doi:10.1007/s11172-017-1855-z

Cited by 18 publications

(1 citation statement)

References 8 publications

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“…Although target nitramines have most commonly been prepared by N -nitration of selected molecular scaffolds, 6–10 recent attention has been paid to their creation using building blocks that already contain one or more nitramino groups. 11–16 We believe that the second approach can be more versatile and efficient; however, its development is hampered by the limited availability and narrow range of choice of reactive nitramine starting materials.…”

Section: Introductionmentioning

confidence: 99%

Efficient synthesis of N-(chloromethyl)nitramines via TiCl₄-catalyzed chlorodeacetoxylation

2022

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Section: Introductionmentioning

confidence: 99%

Efficient synthesis of N-(chloromethyl)nitramines via TiCl₄-catalyzed chlorodeacetoxylation

2022

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Pyrazole–Tetrazole Hybrid with Trinitromethyl, Fluorodinitromethyl, or (Difluoroamino)dinitromethyl Groups: High‐Performance Energetic Materials

Далингер

Kormanov

Suponitsky

et al. 2018

Chemistry An Asian Journal

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High-nitrogen-content compounds have attracted great scientific interest and technological importance because of their unique energy content, and they find diverse applications in many fields of science and technology. Understanding of structure-property relationship trends and how to modify them is of paramount importance for their further improvement. Herein, the installation of oxygen-rich modules, C(NO ) , C(NO ) F, or C(NO ) NF , into an endothermic framework, that is, the combination of a nitropyrazole unit and tetrazole ring, is used as a way to design novel energetic compounds. Density, oxygen balance, and enthalpy of formation are enhanced by the presence of these oxygen-containing units. The structures of all compounds were confirmed by XRD. For crystal packing analysis, it is proposed to use new criterion, Δ , that can serve as a measure of the tightness of molecular packing upon crystal formation. Overall, the materials show promising detonation and propulsion parameters.

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Potential synthesis of nitrated products from 2,6,8,12‐tetraacetyl‐2,4,6,8,10,12‐hexaazaisowurtzitane derivatives with linear substituents

Kulagina,

Sysolyatin,

Balakhnin

et al. 2024

Journal of Heterocyclic Chem

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The compact, nitrogen‐rich structure of 2,4,6,8,10,12‐hexaazaisowurtzitanes calls attention among researchers worldwide. These compounds have found the greatest utility as substrates for nitration to obtain the caged polynitramine, 2,4,6,8,10,12‐hexanitro‐2,4,6,8,10,12‐hexaazaisowurtzitane, which possesses a high‐energy performance. All new derivatives of hexaazaisowurtzitane are nitratable. The present study examined the nitration process of 2,6,8,12‐tetraacetyl‐2,4,6,8,10,12‐hexaazaisowurtzitane derivatives obtained through the condensation reaction with aldehydes under various conditions to yield CL‐20. The yield of CL‐20, a well‐known nitration product of hexaazaisowurtzitane compounds, was found to depend on the substrate structure and the nitrating mixture composition. The revealed dependence of the synthesis of various nitrated compounds on the holding time enables the synthesis of products with different physicochemical properties in a single process.

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Optimization of the key steps of synthesis and study of the fundamental physicochemical properties of high energy compounds — 4-(2,2,2-trinitroethyl)-2,6,8,10,12-pentanitrohexaazaisowurtzitane and 4,10-bis(2,2,2-trinitroethyl)-2,6,8,12-tetranitrohexaazaisowurtzitane

Cited by 18 publications

References 8 publications

Efficient synthesis of N-(chloromethyl)nitramines via TiCl₄-catalyzed chlorodeacetoxylation

Efficient synthesis of N-(chloromethyl)nitramines via TiCl₄-catalyzed chlorodeacetoxylation

Pyrazole–Tetrazole Hybrid with Trinitromethyl, Fluorodinitromethyl, or (Difluoroamino)dinitromethyl Groups: High‐Performance Energetic Materials

Potential synthesis of nitrated products from 2,6,8,12‐tetraacetyl‐2,4,6,8,10,12‐hexaazaisowurtzitane derivatives with linear substituents

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Optimization of the key steps of synthesis and study of the fundamental physicochemical properties of high energy compounds — 4-(2,2,2-trinitroethyl)-2,6,8,10,12-pentanitrohexaazaisowurtzitane and 4,10-bis(2,2,2-trinitroethyl)-2,6,8,12-tetranitrohexaazaisowurtzitane

Cited by 18 publications

References 8 publications

Efficient synthesis of N-(chloromethyl)nitramines via TiCl4-catalyzed chlorodeacetoxylation

Efficient synthesis of N-(chloromethyl)nitramines via TiCl4-catalyzed chlorodeacetoxylation

Pyrazole–Tetrazole Hybrid with Trinitromethyl, Fluorodinitromethyl, or (Difluoroamino)dinitromethyl Groups: High‐Performance Energetic Materials

Potential synthesis of nitrated products from 2,6,8,12‐tetraacetyl‐2,4,6,8,10,12‐hexaazaisowurtzitane derivatives with linear substituents

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Efficient synthesis of N-(chloromethyl)nitramines via TiCl₄-catalyzed chlorodeacetoxylation

Efficient synthesis of N-(chloromethyl)nitramines via TiCl₄-catalyzed chlorodeacetoxylation