Journal of Organic Chemistry, volume 86, issue 9, pages 6371-6380
Polyazido-methyl Derivatives of Prominent Oxadiazole and Isoxazole Scaffolds: Synthesis, Explosive Properties, and Evaluation
Publication type: Journal Article
Publication date: 2021-04-16
Journal:
Journal of Organic Chemistry
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Abstract
Recently, different nitrato-methyl-substituted oxadiazoles have been described as potential melt-cast explosives. In this work, corresponding N-O heterocyclic-based compounds with azido-methyl functionalities were synthesized. In each case, the explosophoric azide group is inserted by chlorine-azide exchange during the last synthetic step. All synthesized compounds show interesting characteristics for various applications in the field of energetic materials as energetic plasticizers or as melt-cast explosives. The compounds were extensively analyzed by IR, EA DTA, and multinuclear NMR spectroscopy. Furthermore, the solid compounds 4,4',5,5'-tetrakis(azidomethyl)-3,3'-bisisoxazole (2) and 3,3'-bis(azidomethyl)-5,5'-bis(1,2,4-oxadiazole) (4) were characterized using X-ray diffraction. In addition, the sensitivities toward friction and impact were determined with BAM standard techniques, and the energetic performances of all synthesized azido-methyl compounds were calculated using the EXPLO5 code. The properties were compared to recently published, structurally related compounds.
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Citations by publishers
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Elsevier
8 publications, 30.77%
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1 publication, 3.85%
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1 publication, 3.85%
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Springer Nature
1 publication, 3.85%
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- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Bauer L. et al. Polyazido-methyl Derivatives of Prominent Oxadiazole and Isoxazole Scaffolds: Synthesis, Explosive Properties, and Evaluation // Journal of Organic Chemistry. 2021. Vol. 86. No. 9. pp. 6371-6380.
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Bauer L., Benz M., Klapötke T. M., Lenz T., Stierstorfer J. Polyazido-methyl Derivatives of Prominent Oxadiazole and Isoxazole Scaffolds: Synthesis, Explosive Properties, and Evaluation // Journal of Organic Chemistry. 2021. Vol. 86. No. 9. pp. 6371-6380.
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TY - JOUR
DO - 10.1021/acs.joc.1c00216
UR - https://doi.org/10.1021/acs.joc.1c00216
TI - Polyazido-methyl Derivatives of Prominent Oxadiazole and Isoxazole Scaffolds: Synthesis, Explosive Properties, and Evaluation
T2 - Journal of Organic Chemistry
AU - Bauer, Lukas
AU - Klapötke, Thomas M.
AU - Stierstorfer, Jörg
AU - Benz, Maximilian
AU - Lenz, Tobias
PY - 2021
DA - 2021/04/16 00:00:00
PB - American Chemical Society (ACS)
SP - 6371-6380
IS - 9
VL - 86
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2021_Bauer,
author = {Lukas Bauer and Thomas M. Klapötke and Jörg Stierstorfer and Maximilian Benz and Tobias Lenz},
title = {Polyazido-methyl Derivatives of Prominent Oxadiazole and Isoxazole Scaffolds: Synthesis, Explosive Properties, and Evaluation},
journal = {Journal of Organic Chemistry},
year = {2021},
volume = {86},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.joc.1c00216},
number = {9},
pages = {6371--6380},
doi = {10.1021/acs.joc.1c00216}
}
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Bauer, Lukas, et al. “Polyazido-methyl Derivatives of Prominent Oxadiazole and Isoxazole Scaffolds: Synthesis, Explosive Properties, and Evaluation.” Journal of Organic Chemistry, vol. 86, no. 9, Apr. 2021, pp. 6371-6380. https://doi.org/10.1021/acs.joc.1c00216.