Synthesis and Energetic Properties of N-Substituted 3,4- and 3,5-Dinitropyrazoles

Kuehl, Valerie A.; Cleveland, Alexander H.; Snyder, Christopher J.; Chavez, David E.

doi:10.1021/acsomega.2c07390

Title: Synthesis and Energetic Properties of N-Substituted 3,4- and 3,5-Dinitropyrazoles

Journal Article · 15 May 2023 · ACS Omega

DOI: https://doi.org/10.1021/acsomega.2c07390 · OSTI ID:1974655

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Q-5, Los Alamos National Laboratory, Los Alamos, New Mexico 87545, United States

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Sponsoring Organization:: USDOE

OSTI ID:: 1974655

Alternate ID(s):: OSTI ID: 1975647; OSTI ID: 1987396

Journal Information:: ACS Omega, Journal Name: ACS Omega Journal Issue: 21 Vol. 8; ISSN 2470-1343

Publisher:: American Chemical SocietyCopyright Statement

Country of Publication:: United States

Language:: English

References (17)

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4-Nitramino-3,5-dinitropyrazole-Based Energetic Salts Zhang, Yanqiang; Parrish, Damon A.; Shreeve, Jean'ne M. Chemistry - A European Journal, Vol. 18, Issue 3 https://doi.org/10.1002/chem.201102773	journal	December 2011
Energetic plasticizers for gun & rocket propellants Kumari, D.; Balakshe, R.; Banerjee, S. Review Journal of Chemistry, Vol. 2, Issue 3 https://doi.org/10.1134/s207997801203003x	journal	July 2012
Energetic Derivatives of 8-Nitropyrazolo[1,5-a][1,3,5]triazine-2,4,7-triamine: Achieving Balanced Explosives by Fusing Pyrazole with Triazine Ma, Jinchao; Tang, Yongxing; Cheng, Guangbin Organic Letters, Vol. 22, Issue 4 https://doi.org/10.1021/acs.orglett.9b04642	journal	January 2020
Synthesis and characterization of 1-methyl-2,4,5-trinitroimidazole (MTNI) Cho, Jin Rai; Kim, Kwang Joo; Cho, Soo Gyeong Journal of Heterocyclic Chemistry, Vol. 39, Issue 1 https://doi.org/10.1002/jhet.5570390121	journal	January 2002
A rational method of synthesis and chemical properties of 5-(4-aminofurazan-3-yl)-1-hydroxytetrazole Stepanov, Andrei I.; Sannikov, Vladimir S.; Dashko, Dmitry V. Chemistry of Heterocyclic Compounds, Vol. 53, Issue 6-7 https://doi.org/10.1007/s10593-017-2121-x	journal	June 2017
Research Progress on the Synthesis of Energetic Nitroazoles Zhao, Tingxing; Li, Lei; Dong, Zhan Chinese Journal of Organic Chemistry, Vol. 34, Issue 2 https://doi.org/10.6023/cjoc201307050	journal	January 2014
Recent Advances in Synthesis and Properties of Nitrated-Pyrazoles Based Energetic Compounds Zhang, Shijie; Gao, Zhenguo; Lan, Di Molecules, Vol. 25, Issue 15 https://doi.org/10.3390/molecules25153475	journal	July 2020
Application of Melt-Cast Explosive with High Solid Contents in HEAT Projectile Liu, Ziyuan; Zhao, Xue IOP Conference Series: Materials Science and Engineering, Vol. 493 https://doi.org/10.1088/1757-899X/493/1/012026	journal	March 2019
Development and Testing of Energetic Materials: The Concept of High Densities Based on the Trinitroethyl Functionality Göbel, Michael; Klapötke, Thomas M. Advanced Functional Materials, Vol. 19, Issue 3 https://doi.org/10.1002/adfm.200801389	journal	February 2009
Improved Prediction of Heats of Formation of Energetic Materials Using Quantum Mechanical Calculations Byrd, Edward F. C.; Rice, Betsy M. The Journal of Physical Chemistry A, Vol. 110, Issue 3 https://doi.org/10.1021/jp0536192	journal	January 2006
A Short History Of Nitroglycerine And Nitric Oxide In Pharmacology And Physiology Marsh, Neville; Marsh, Alexander Clinical and Experimental Pharmacology and Physiology, Vol. 27, Issue 4 https://doi.org/10.1046/j.1440-1681.2000.03240.x	journal	April 2000
A high density pyrazolo-triazine explosive (PTX) Schulze, M. C.; Scott, B. L.; Chavez, D. E. Journal of Materials Chemistry A, Vol. 3, Issue 35 https://doi.org/10.1039/c5ta05291b	journal	January 2015
Improved Prediction of Heats of Formation of Energetic Materials Using Quantum Mechanical Calculations Byrd, Edward F. C.; Rice, Betsy M. The Journal of Physical Chemistry A, Vol. 113, Issue 19 https://doi.org/10.1021/jp806520b	journal	May 2009
Polynitro-substituted pyrazoles and triazoles as potential energetic materials and oxidizers Yin, Ping; Zhang, Jiaheng; He, Chunlin Journal of Materials Chemistry A, Vol. 2, Issue 9 https://doi.org/10.1039/c3ta15057g	journal	January 2014
New Energetic Salts Based on Nitrogen-Containing Heterocycles Xue, Hong; Gao, Ye; Twamley, Brendan Chemistry of Materials, Vol. 17, Issue 1 https://doi.org/10.1021/cm048864x	journal	December 2004
A novel route from 4-methoxy-5-nitropyrimidine to 3-amino-4-nitropyrazole and pyrazolo[3,4-b]pyrazine Biffin, M. E. C.; Brown, D. J.; Porter, Q. N. Tetrahedron Letters, Vol. 8, Issue 21 https://doi.org/10.1016/s0040-4039(00)90779-2	journal	January 1967

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