Molecules 2012, 17(5), 5040-5049; doi:10.3390/molecules17055040
Communication

Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance

1email, 1,2email and 1,* email
Received: 29 February 2012; in revised form: 18 April 2012 / Accepted: 20 April 2012 / Published: 3 May 2012
(This article belongs to the Section Theoretical Chemistry)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: 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, 1H-NMR and 13C-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) nm3, Dc = 1.805 g/cm3, 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.
Keywords: synthesis; characterization; 5-nitro-2-nitratomethyl-1,2,3,4-tetrazole; crystal structure; quantum calculation; high nitrogen energetic compound; oxygen balance
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MDPI and ACS Style

Li, Y.; Liu, W.; Pang, S. Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance. Molecules 2012, 17, 5040-5049.

AMA Style

Li Y, Liu W, Pang S. Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance. Molecules. 2012; 17(5):5040-5049.

Chicago/Turabian Style

Li, Yuchuan; Liu, Wei; Pang, Siping. 2012. "Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance." Molecules 17, no. 5: 5040-5049.

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