hexahydro-5-methyl-1,3,5-trinitropyrimidine | 81340-16-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: hexahydro-5-methyl-1,3,5-trinitropyrimidine
• 英文别名: 5-Methyl-1,3,5-trinitrohexahydropyrimidine；5-methyl-1,3,5-trinitro-1,3-diazinane
• CAS: 81340-16-1
• 化学式: C₅H₉N₅O₆
• 分子量: 235.156
• InChiKey: YBXNCONALCRGOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  144
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  hexahydro-5-methyl-1,3,5-trinitropyrimidine 以 四氢呋喃 为溶剂， 145.0 ℃ 、66.66 Pa 条件下， 生成 二氧化碳
  参考文献：
  名称：

  Evidence of an Elimination Mechanism in Thermal Decomposition of Hexahydro-1,3,5-trinitro-1,3,5-triazine and Related Compounds under High Pressure in Solution

  摘要：

  The thermal decomposition of a number of six-membered cyclic nitramines and nitrosamines was studied under pressures up to 1.1 GPa in dilute solution (THF). The studied nitramines and nitrosamines include hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) hexahydro-5-methyl-1,3,5-trinitropyrimidine, hexahydro-1,3,5,5-tetranitropyrimidine, 1,3,3,5,5-pentanitrbpiperidine, and hexahydro-1,3,5-trinitroso-1,3,5-triazine (TRDX). In all cases negative activation volumes have been found, indicating that thermolysis is not a homolytic process. On the basis of negative activation volumes, detection of aromatic products, low decomposition temperature (low E-a), and order of thermal stability, we propose that these cyclic nitramines and nitrosamines are thermally decomposed through the elimination of HNO2 or HNO under-high pressure. By summarizing our current and previous work, we find that the decomposition pathway of nitrosamines and nitrosamines is dependent not only on the reaction conditions but also on structural features.

  DOI：

  10.1021/jo970775z
• 作为产物：
  描述：

  1,3-Di-tert-butyl-5-methyl-5-nitro-1,3-diazinane 在 硝酸 作用下， 以51%的产率得到hexahydro-5-methyl-1,3,5-trinitropyrimidine
  参考文献：
  名称：

  Nitrolysis of dialkyl tert-butylamines

  摘要：

  DOI：

  10.1021/jo00133a047

文献信息

• CICHRA, D. A.;ADOLPH, H. G., J. ORG. CHEM., 1982, 47, N 12, 2474-2476
  作者：CICHRA, D. A.、ADOLPH, H. G.

  DOI：——

  日期：——
• Evidence of an Elimination Mechanism in Thermal Decomposition of Hexahydro-1,3,5-trinitro-1,3,5-triazine and Related Compounds under High Pressure in Solution
  作者：Jiang Wang、Kay R. Brower、Darren L. Naud

  DOI：10.1021/jo970775z

  日期：1997.12.1

  The thermal decomposition of a number of six-membered cyclic nitramines and nitrosamines was studied under pressures up to 1.1 GPa in dilute solution (THF). The studied nitramines and nitrosamines include hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) hexahydro-5-methyl-1,3,5-trinitropyrimidine, hexahydro-1,3,5,5-tetranitropyrimidine, 1,3,3,5,5-pentanitrbpiperidine, and hexahydro-1,3,5-trinitroso-1,3,5-triazine (TRDX). In all cases negative activation volumes have been found, indicating that thermolysis is not a homolytic process. On the basis of negative activation volumes, detection of aromatic products, low decomposition temperature (low E-a), and order of thermal stability, we propose that these cyclic nitramines and nitrosamines are thermally decomposed through the elimination of HNO2 or HNO under-high pressure. By summarizing our current and previous work, we find that the decomposition pathway of nitrosamines and nitrosamines is dependent not only on the reaction conditions but also on structural features.
• Nitrolysis of dialkyl tert-butylamines
  作者：Dorothy A. Cichra、Horst G. Adolph

  DOI：10.1021/jo00133a047

  日期：1982.6