urea 2-methyl-5-nitraminotetrazole | 1266663-67-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: urea 2-methyl-5-nitraminotetrazole
• 英文别名: Uro_2MNAT；2-Methyl-5-nitraminotetrazole urea；N-(2-methyltetrazol-5-yl)nitramide;urea
• CAS: 1266663-67-5
• 化学式: CH₄N₂O*C₂H₄N₆O₂
• 分子量: 204.148
• InChiKey: PUKOVRXLWHTCPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.16
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  171
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-methyl-5-nitroaminotetrazole 、 尿素 以 水 为溶剂， 以96%的产率得到urea 2-methyl-5-nitraminotetrazole
  参考文献：
  名称：

  N-Rich Salts of 2-Methyl-5-nitraminotetrazole: Secondary Explosives with Low Sensitivities

  摘要：

  2-Methyl-5-nitraminotetrazole (1) was formed by nitration of 2-methyl-5-aminotetrazole. 2-Methyl-5-aminotetrazole was obtained by an improved synthesis starting from sodium 5-aminotetrazolate, which is methylated with dimethyl sulfate in dimethyl formamide giving 2-methyl-5-aminotetrazole in 29% yield. Nitrogen-rich salts such as guanidinium (2), 1-aminoguanidinium (3), 1,3-diamino-guanidinium (4), 1,3,5-triamino-guanidinium (5), azidoformamidinium (6), hydrazinium (7), diaminouronium 2-methyl-5-nitraminotetrazolate (8), as well as an urea adduct (9), were prepared by facile deprotonation or metathesis reactions. Diaminourea was synthesized by hydrazinolysis of dimethyl carbonate with hydrazine hydrate. All compounds were fully characterized by vibrational spectroscopy (IR and Raman), multinuclear NMR spectroscopy, elemental analysis, and differential scanning calorimetry (DSC) measurements. The crystal structures of 2-6, 8, and 9 could be determined using single crystal X-ray diffraction. The heats of formation of 2-9 were calculated using the atomization method based on CBS-4M enthalpies. With these values and the experimental (X-ray) densities several detonation parameters such as the detonation pressure, velocity, energy, and temperature were computed using the EXPLO5 code. In addition, the sensitivities toward impact, friction, and electrical discharge were tested using the BAM drop hammer, BAM friction tester, as well as a small scale electrical discharge device.

  DOI：

  10.1021/ic1019923