Literature DB >> 24285702

1,2,3-Triazolo[4,5,-e]furazano[3,4,-b]pyrazine 6-oxide--a fused heterocycle with a roving hydrogen forms a new class of insensitive energetic materials.

Venugopal Thottempudi1, Ping Yin, Jiaheng Zhang, Damon A Parrish, Jean'ne M Shreeve.   

Abstract

The straightforward synthesis and energetic properties of a new class of energetic materials, 1,2,3-triazolo- [4,5-e]furazano[3,4-b]pyrazine 6-oxide and its energetic salts are described. They were characterized by IR and multinuclear NMR spectroscopy, elemental analysis, differential scanning calorimetry, and single-crystal X-ray diffraction are given. The X-ray structures show that in the title compound, the hydrogen atom is bonded to the nitrogen in the pyrazine ring; however, in the salts, the negative charge is associated with the triazole nitrogen. Heats of formation for all compounds were calculated with the G2 method and then combined with experimentally determined densities to obtain detonation pressures (P) and velocities (D) by using EXPLO5 program. These new materials exhibit good densities and thermal stabilities, high heats of formation, acceptable detonation properties, and are insensitive to impact.
Copyright © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  explosives; fused heterocycles; impact sensitivity; pyrazoles; triazoles

Year:  2013        PMID: 24285702     DOI: 10.1002/chem.201303469

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  4 in total

1.  [1,2,5]Oxadiazolo[3,4-b]pyrazine-5,6-diamine Derivatives as Mitochondrial Uncouplers for the Potential Treatment of Nonalcoholic Steatohepatitis.

Authors:  Elizabeth S Childress; Joseph M Salamoun; Stefan R Hargett; Stephanie J Alexopoulos; Sing-Young Chen; Divya P Shah; José Santiago-Rivera; Christopher J Garcia; Yumin Dai; Simon P Tucker; Kyle L Hoehn; Webster L Santos
Journal:  J Med Chem       Date:  2020-02-17       Impact factor: 7.446

2.  The Ingenious Synthesis of a Nitro-Free Insensitive High-Energy Material Featuring Face-to-Face and Edge-to-Face π-Interactions.

Authors:  Lianjie Zhai; Fuqiang Bi; Huan Huo; Yifen Luo; Xiangzhi Li; Sanping Chen; Bozhou Wang
Journal:  Front Chem       Date:  2019-08-07       Impact factor: 5.221

3.  Comparative Theoretical Studies on a Series of Novel Energetic Salts Composed of 4,8-Dihydrodifurazano[3,4-b,e]pyrazine-based Anions and Ammonium-based Cations.

Authors:  Binghui Duan; Ning Liu; Bozhou Wang; Xianming Lu; Hongchang Mo
Journal:  Molecules       Date:  2019-09-04       Impact factor: 4.411

Review 4.  Syntheses and Applications of 1,2,3-Triazole-Fused Pyrazines and Pyridazines.

Authors:  Gavin R Hoffman; Allen M Schoffstall
Journal:  Molecules       Date:  2022-07-22       Impact factor: 4.927

  4 in total

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