Preparation and crystal structures of two salts with the 5‐nitrotetrazolate anion

Abstract

Tetraphenylphosphonium 5-nitrotetrazolate (2) was prepared by metathesis of sodium 5-nitrotetrazolate dihydrate (1; NaNT) with tetraphenylphosphonium chloride in acetone. The new compound was fully characterized by vibrational (IR, Raman) and NMR ( 1 H, 13 C, and 14 N) spectroscopies, elemental analysis, and mass spectrometry. Attempted synthesis of 2-methyl-5-nitrotetrazole (2-MeNT) by methylation of 1 with dimethylsulfate at reflux from acetonitrile failed, and crystals of an explosive compound with the formula (NaNT) 2 (H 2 O) 2 CH 3 CN (3), NT = 5-nitrotetrazolate, formed. X-ray diffraction techniques were used to determine the crystal structure of 2 and 3. Compound 2 crystallizes in the orthorhombic space group P2 1 2 1 2 1 with four molecules in the unit cell and unit cell parameters a = 7.7413(4)Å, b = 13.624(1)Å, c = 21.252(1)Å, and V = 2241.5(2)Å 3 , whereas 3 crystallizes in the orthorhombic space group Ama2 with four formula unit in the unit cell and unit cell parameters a = 14. 805(6)

Methylated Azoles, 2‐Tetrazenes, and Hydrazines

“…Neutral 5‐aminotetrazoles 3 – 5 readily react with electrophiles, however, the nitro derivative 5‐nitro‐2 H ‐tetrazole ( 11 ) does not react with methyl iodide or methyl sulfate to form neutral 1‐methyl‐5‐nitrotetrazole ( 12 ) and 2‐methyl‐5‐nitrotetrazole ( 13 ). The reaction of the sodium salt of compound 11 with dimethyl sulphate in refluxing acetonitrile leads to the formation of a cluster of the formula [NaNT] 2 · 2H 2 O · CH 3 CN (NT = 5‐nitrotetrazolate anion) as determined by X‐ray crystal structure analysis 34…”

Energetic Oxygen‐Containing Tetrazole Salts Based on 3,4‐Diaminotriazole

“…[31][32][33][34] 5-Nitrominotetrazole, 5-nitrotetrazole, 5-dinitromethyltetrazole, and 1-hydroxyl-5-aminotetrazole are structurally analogous energetic oxygen-containing tetrazoles and possess the merits mentioned above. [35][36][37] For example, nitrominotetrazoles are some of the most promising for practical uses because their high thermals tabilities arise from the aromatic nature of the tetrazole ring, whereas high performances arise from the high heats of formation of nitrominotetrazoles, the ring strain of the five-membered ring, and good oxygen balance. [38,39] Theoretically,t he amino groups are helpful at improving the thermals tabilitya nd both amino groups and oxygen in the molecule can increase hydrogen bonds that help to stabilize the materials ubstantially and generally increase the density.…”

A novel compound [Mn(H2O)6](AMTZ)2(PA)2 (AMTZ = 4-amino-3,5-dimethyl-1,2,4-triazole and PA = Picrate) with Extensive hydrogen bonds: Synthesis, structure and thermal characters

“…Klapötke, Cudziło and others have studied nitrogen-rich energetic compounds containing imidazoles [4][5][6][7][8][9][10][11][12][13][14][15][16][17], triazoles [18][19][20][21], tetrazoles [22][23][24][25][26][27], tetrazines [28][29][30], and their derivatives [31,32].…”