4,5-Dicyano-1,2,3-Triazole—A Promising Precursor for a New Family of Energetic Compounds and Its Nitrogen-Rich Derivatives: Synthesis and Crystal Structures

The nitrogen-rich compounds and intermediates with structure of monocyclic, bicyclic, and fused rings based on 1,2,3-triazole were synthesized and prepared by using a promising precursor named 4,5-dicyano-1,2,3-triazole, which was obtained by the cyclization reaction of diaminomaleonitrile. Their st...

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Autores principales:	Wenli Cao, Jian Qin, Jianguo Zhang, Valery P. Sinditskii
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	1,2,3-triazole 4,5-dicyano-1,2,3-triazole Hofmann rearrangement X-ray single crystal diffraction high-nitrogen content Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/7550afc06bec4f8db6801d4a82b43763
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spelling	oai:doaj.org-article:7550afc06bec4f8db6801d4a82b437632021-11-11T18:40:14Z4,5-Dicyano-1,2,3-Triazole—A Promising Precursor for a New Family of Energetic Compounds and Its Nitrogen-Rich Derivatives: Synthesis and Crystal Structures10.3390/molecules262167351420-3049https://doaj.org/article/7550afc06bec4f8db6801d4a82b437632021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6735https://doaj.org/toc/1420-3049The nitrogen-rich compounds and intermediates with structure of monocyclic, bicyclic, and fused rings based on 1,2,3-triazole were synthesized and prepared by using a promising precursor named 4,5-dicyano-1,2,3-triazole, which was obtained by the cyclization reaction of diaminomaleonitrile. Their structure and configurational integrity were assessed by Fourier transform-infrared spectroscopy (FT-IR), mass spectrometry (MS), and elemental analysis (EA). Additionally, fourteen compounds were further confirmed by X-ray single crystal diffraction. Meanwhile, the physical properties of four selected compounds (<b>3</b>·H<sub>2</sub>O, <b>6</b>·H<sub>2</sub>O, <b>10</b>·H<sub>2</sub>O, and <b>16</b>) including thermal stability, detonation parameters, and sensitivity were also estimated. All these compounds could be considered to construct more abundant 1,2,3-triazole-based neutral energetic molecules, salts, and complex compounds, which need to continue study in the future in the field of energetic materials.Wenli CaoJian QinJianguo ZhangValery P. SinditskiiMDPI AGarticle1,2,3-triazole4,5-dicyano-1,2,3-triazoleHofmann rearrangementX-ray single crystal diffractionhigh-nitrogen contentOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6735, p 6735 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	1,2,3-triazole 4,5-dicyano-1,2,3-triazole Hofmann rearrangement X-ray single crystal diffraction high-nitrogen content Organic chemistry QD241-441
spellingShingle	1,2,3-triazole 4,5-dicyano-1,2,3-triazole Hofmann rearrangement X-ray single crystal diffraction high-nitrogen content Organic chemistry QD241-441 Wenli Cao Jian Qin Jianguo Zhang Valery P. Sinditskii 4,5-Dicyano-1,2,3-Triazole—A Promising Precursor for a New Family of Energetic Compounds and Its Nitrogen-Rich Derivatives: Synthesis and Crystal Structures
description	The nitrogen-rich compounds and intermediates with structure of monocyclic, bicyclic, and fused rings based on 1,2,3-triazole were synthesized and prepared by using a promising precursor named 4,5-dicyano-1,2,3-triazole, which was obtained by the cyclization reaction of diaminomaleonitrile. Their structure and configurational integrity were assessed by Fourier transform-infrared spectroscopy (FT-IR), mass spectrometry (MS), and elemental analysis (EA). Additionally, fourteen compounds were further confirmed by X-ray single crystal diffraction. Meanwhile, the physical properties of four selected compounds (<b>3</b>·H<sub>2</sub>O, <b>6</b>·H<sub>2</sub>O, <b>10</b>·H<sub>2</sub>O, and <b>16</b>) including thermal stability, detonation parameters, and sensitivity were also estimated. All these compounds could be considered to construct more abundant 1,2,3-triazole-based neutral energetic molecules, salts, and complex compounds, which need to continue study in the future in the field of energetic materials.
format	article
author	Wenli Cao Jian Qin Jianguo Zhang Valery P. Sinditskii
author_facet	Wenli Cao Jian Qin Jianguo Zhang Valery P. Sinditskii
author_sort	Wenli Cao
title	4,5-Dicyano-1,2,3-Triazole—A Promising Precursor for a New Family of Energetic Compounds and Its Nitrogen-Rich Derivatives: Synthesis and Crystal Structures
title_short	4,5-Dicyano-1,2,3-Triazole—A Promising Precursor for a New Family of Energetic Compounds and Its Nitrogen-Rich Derivatives: Synthesis and Crystal Structures
title_full	4,5-Dicyano-1,2,3-Triazole—A Promising Precursor for a New Family of Energetic Compounds and Its Nitrogen-Rich Derivatives: Synthesis and Crystal Structures
title_fullStr	4,5-Dicyano-1,2,3-Triazole—A Promising Precursor for a New Family of Energetic Compounds and Its Nitrogen-Rich Derivatives: Synthesis and Crystal Structures
title_full_unstemmed	4,5-Dicyano-1,2,3-Triazole—A Promising Precursor for a New Family of Energetic Compounds and Its Nitrogen-Rich Derivatives: Synthesis and Crystal Structures
title_sort	4,5-dicyano-1,2,3-triazole—a promising precursor for a new family of energetic compounds and its nitrogen-rich derivatives: synthesis and crystal structures
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/7550afc06bec4f8db6801d4a82b43763
work_keys_str_mv	AT wenlicao 45dicyano123triazoleapromisingprecursorforanewfamilyofenergeticcompoundsanditsnitrogenrichderivativessynthesisandcrystalstructures AT jianqin 45dicyano123triazoleapromisingprecursorforanewfamilyofenergeticcompoundsanditsnitrogenrichderivativessynthesisandcrystalstructures AT jianguozhang 45dicyano123triazoleapromisingprecursorforanewfamilyofenergeticcompoundsanditsnitrogenrichderivativessynthesisandcrystalstructures AT valerypsinditskii 45dicyano123triazoleapromisingprecursorforanewfamilyofenergeticcompoundsanditsnitrogenrichderivativessynthesisandcrystalstructures
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4,5-Dicyano-1,2,3-Triazole—A Promising Precursor for a New Family of Energetic Compounds and Its Nitrogen-Rich Derivatives: Synthesis and Crystal Structures

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