Synthesis of 5-substituted tetrazoles based on the disodium salt of azotetrazole. investigation of the azotetrazole-2-(tetrazolyl-5)-6-imino-1,2,3,4-pentazine mesoion tautomerism

Mayants, A. G.; Vladimirov, Vladimir; Shlyapochnikov, V. A.; Tishchenko, L. M.; Gordeichuk, S. S.; Mikhailova, S. V.

doi:10.1007/bf00529876

Cited by 5 publications

(2 citation statements)

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“…One possible exception is the hypothetical substituted pentazine as a tautomer of the monosodium salt of azo-5tetrazole. 496 The rest of the work on pentazine is theoretical. The fundamental stability of azines is generally assessed by their relative stability (thermodynamic) and their activation barrier to decomposition by the expected 3-fold fragmentation of the 6 membered ring (kinetic).…”

Section: Catena-5 Nitrogen Compoundsmentioning

confidence: 99%

“…Pentazine, CHN 5 , is the next in the line of azines and the first of which to have no isolated derivatives to date (as is also true of the final case, hexazine, section ). One possible exception is the hypothetical substituted pentazine as a tautomer of the monosodium salt of azo-5-tetrazole . The rest of the work on pentazine is theoretical.…”

Section: Catenated Nitrogen Compoundsmentioning

confidence: 99%

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Properties and Promise of Catenated Nitrogen Systems As High-Energy-Density Materials

2020

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The properties of catenated nitrogen molecules, molecules containing internal chains of bonded nitrogen atoms, is of fundamental scientific interest in chemical structure and bonding, as nitrogen is uniquely situated in the periodic table to form kinetically stable compounds often with chemically stable N–N bonds but which are thermodynamically unstable in that the formation of stable multiply bonded N2 is usually thermodynamically preferable. This unique placement in the periodic table makes catenated nitrogen compounds of interest for development of high-energy-density materials, including explosives for defense and construction purposes, as well as propellants for missile propulsion and for space exploration. This review, designed for a chemical audience, describes foundational subjects, methods, and metrics relevant to the energetic materials community and provides an overview of important classes of catenated nitrogen compounds ranging from theoretical investigation of hypothetical molecules to the practical application of real-world energetic materials. The review is intended to provide detailed chemical insight into the synthesis and decomposition of such materials as well as foundational knowledge of energetic science new to most chemists.

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Section: Catena-5 Nitrogen Compoundsmentioning

confidence: 99%

Section: Catenated Nitrogen Compoundsmentioning

confidence: 99%

Properties and Promise of Catenated Nitrogen Systems As High-Energy-Density Materials

2020

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Ring Transformations in Tetrazole Chemistry

Moderhack

1998

J. Prakt. Chem.

142

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Transformations of heterocycles into tetrazoles as well as conversions of the latter into other rings are reviewed. The literature is covered through early 1998 (material that has been surveyed by Van der Plas [1] and Benson [2] is resumed in abridged fashion). From the wide variety of interconversions accumulated in this overview a great many processes emerge that are of prime importance preparatively; moreover, quite a number of reactions will arouse interest in their mechanisms.

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Other Tetrazines and Pentazines

Hurst

1996

Comprehensive Heterocyclic Chemistry II

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Synthesis of 5-substituted tetrazoles based on the disodium salt of azotetrazole. investigation of the azotetrazole-2-(tetrazolyl-5)-6-imino-1,2,3,4-pentazine mesoion tautomerism

Cited by 5 publications

References 1 publication

Properties and Promise of Catenated Nitrogen Systems As High-Energy-Density Materials

Properties and Promise of Catenated Nitrogen Systems As High-Energy-Density Materials

Ring Transformations in Tetrazole Chemistry

Other Tetrazines and Pentazines

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