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Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance
The synthesis of 5-nitro-2-nitratomethyl-1,2,3,4-tetrazole (4) and its full characterization are given here. Compound 4 was synthesized through the nitration of 5-nitro-2-hydroxymethyl-tetrazole (3) with fuming nitric acid and acetic anhydride and its structure was characterized by MS, FT-IR, (1)H-N...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269010/ https://www.ncbi.nlm.nih.gov/pubmed/22555294 http://dx.doi.org/10.3390/molecules17055040 |
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author | Li, Yuchuan Liu, Wei Pang, Siping |
author_facet | Li, Yuchuan Liu, Wei Pang, Siping |
author_sort | Li, Yuchuan |
collection | PubMed |
description | The synthesis of 5-nitro-2-nitratomethyl-1,2,3,4-tetrazole (4) and its full characterization are given here. Compound 4 was synthesized through the nitration of 5-nitro-2-hydroxymethyl-tetrazole (3) with fuming nitric acid and acetic anhydride and its structure was characterized by MS, FT-IR, (1)H-NMR and (13)C-NMR techniques. The crystal structure of 4 was determined by X-ray single crystal diffraction analysis. The compound belongs to the orthorhombic system with space group Pna2(1), and its crystal parameters were a = 2.121(8) nm, b = 0.5281(19) nm, c = 0.6246(2) nm, Z = 4, V = 0.6995(4) nm(3), Dc = 1.805 g/cm(3), F(000) = 384, μ = 0.174 mm(−1). A theoretical study of 4 has been performed, using quantum computational density functional theory (B3LYP methods) with 6-31G* basis sets as implemented in the Gaussian 03 program suite. The obtained heat of formation (HOF) for 4 was 228.07 kJ·mol(−1), the detonation pressure (P) values calculated for 4 was 37.92 GPa, the detonation velocity (D) can reach 9260 m·s(−1), and the oxygen balance was zero (Q), making 4 a competitive energetic compound. |
format | Online Article Text |
id | pubmed-6269010 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62690102018-12-20 Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance Li, Yuchuan Liu, Wei Pang, Siping Molecules Communication The synthesis of 5-nitro-2-nitratomethyl-1,2,3,4-tetrazole (4) and its full characterization are given here. Compound 4 was synthesized through the nitration of 5-nitro-2-hydroxymethyl-tetrazole (3) with fuming nitric acid and acetic anhydride and its structure was characterized by MS, FT-IR, (1)H-NMR and (13)C-NMR techniques. The crystal structure of 4 was determined by X-ray single crystal diffraction analysis. The compound belongs to the orthorhombic system with space group Pna2(1), and its crystal parameters were a = 2.121(8) nm, b = 0.5281(19) nm, c = 0.6246(2) nm, Z = 4, V = 0.6995(4) nm(3), Dc = 1.805 g/cm(3), F(000) = 384, μ = 0.174 mm(−1). A theoretical study of 4 has been performed, using quantum computational density functional theory (B3LYP methods) with 6-31G* basis sets as implemented in the Gaussian 03 program suite. The obtained heat of formation (HOF) for 4 was 228.07 kJ·mol(−1), the detonation pressure (P) values calculated for 4 was 37.92 GPa, the detonation velocity (D) can reach 9260 m·s(−1), and the oxygen balance was zero (Q), making 4 a competitive energetic compound. MDPI 2012-05-03 /pmc/articles/PMC6269010/ /pubmed/22555294 http://dx.doi.org/10.3390/molecules17055040 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Communication Li, Yuchuan Liu, Wei Pang, Siping Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance |
title | Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance |
title_full | Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance |
title_fullStr | Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance |
title_full_unstemmed | Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance |
title_short | Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance |
title_sort | synthesis and characterization of 5-nitro-2-nitratomethyl-1,2,3,4-tetrazole: a high nitrogen energetic compound with good oxygen balance |
topic | Communication |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6269010/ https://www.ncbi.nlm.nih.gov/pubmed/22555294 http://dx.doi.org/10.3390/molecules17055040 |
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