Literature DB >> 28230299

Azido and Tetrazolo 1,2,4,5-Tetrazine N-Oxides.

David E Chavez1, Damon A Parrish2, Lauren Mitchell3, Greg H Imler2.   

Abstract

This study presents the synthesis and characterization of the oxidation products of 3,6-diazido-1,2,4,5-tetrazine (1) and 6-amino-[1,5-b]tetrazolo-1,2,4,5-tetrazine (2). 3,6-Diazido-1,2,4,5-tetrazine-1,4-dioxide was produced from oxidation with peroxytrifluoroacetic acid, and more effectively using hypofluorous acid, and 2 can be oxidized to two different products, 6-amino-[1,5-b]tetrazolo-1,2,4,5-tetrazine mono-N-oxide and di-N-oxide. These N-oxide compounds display promising performance properties as energetic materials.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  1,2,4,5-tetrazine; N-oxides; azides; energetic materials; tetrazole

Year:  2017        PMID: 28230299     DOI: 10.1002/anie.201612496

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  [(3-Nitro-1H-1,2,4-triazol-1-yl)-NNO-azoxy]furazans: energetic materials containing an N(O)[double bond, length as m-dash]N-N fragment.

Authors:  Dmitry A Gulyaev; Michael S Klenov; Aleksandr M Churakov; Yurii A Strelenko; Ivan V Fedyanin; David B Lempert; Ekaterina K Kosareva; Tatiana S Kon'kova; Yurii N Matyushin; Vladimir A Tartakovsky
Journal:  RSC Adv       Date:  2021-07-07       Impact factor: 4.036

2.  Transition-metal-mediated reduction and reversible double-cyclization of cyanuric triazide to an asymmetric bitetrazolate involving cleavage of the six-membered aromatic ring.

Authors:  Shivaiah Vaddypally; Vitaly G Kiselev; Alex N Byrne; C Franklin Goldsmith; Michael J Zdilla
Journal:  Chem Sci       Date:  2020-12-08       Impact factor: 9.825

3.  Accelerating the discovery of insensitive high-energy-density materials by a materials genome approach.

Authors:  Yi Wang; Yuji Liu; Siwei Song; Zhijian Yang; Xiujuan Qi; Kangcai Wang; Yu Liu; Qinghua Zhang; Yong Tian
Journal:  Nat Commun       Date:  2018-06-22       Impact factor: 14.919

4.  Synthesis of novel [1,2,4]triazolo[1,5-b][1,2,4,5]tetrazines and investigation of their fungistatic activity.

Authors:  Anna V Korotina; Svetlana G Tolshchina; Rashida I Ishmetova; Natalya P Evstigneeva; Natalya A Gerasimova; Natalya V Zilberberg; Nikolay V Kungurov; Gennady L Rusinov; Oleg N Chupakhin; Valery N Charushin
Journal:  Beilstein J Org Chem       Date:  2022-03-01       Impact factor: 2.883

  4 in total

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