title: Synthesis and characterization of 5-nitro-2-nitratomethyl-1,2,3,4-tetrazole: a high nitrogen energetic compound with good oxygen balance.
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.
authors.affiliation: School of Material Science & Engineering, State Key Laboratory of Explosion Science and Technology, Beijing Institute of Technology, Beijing 100081, China.
authors.forename: Yuchuan
authors.initials: Y
authors.lastname: Li
authors.forename: Wei
authors.initials: W
authors.lastname: Liu
authors.forename: Siping
authors.initials: S
authors.lastname: Pang
mesh_terms: D000089:Acetic Anhydrides / Q000737:chemistry*; D018360:Crystallography, X-Ray; D053834:Explosive Agents / Q000138:chemical synthesis*; D008958:Models, Molecular; D017942:Nitric Acid / Q000737:chemistry*; D009574:Nitro Compounds / Q000138:chemical synthesis*; D009584:Nitrogen / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry*; D011789:Quantum Theory; D017550:Spectroscopy, Fourier Transform Infrared; D013777:Tetrazoles / Q000138:chemical synthesis / Q000737:chemistry*; D013816:Thermodynamics
chemical_list: C574341:5-nitro-2-nitratomethyl-1,2,3,4-tetrazole; D000089:Acetic Anhydrides; D053834:Explosive Agents; D009574:Nitro Compounds; D013777:Tetrazoles; C031800:acetic anhydride; D017942:Nitric Acid; D009584:Nitrogen; D010100:Oxygen