1,3,5,5-tetranitro-1,3-diazacyclohexane | 81360-42-1

• 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: 1,3,5,5-tetranitro-1,3-diazacyclohexane
• 英文别名: 1,3,5,5-tetranitrotetrahydropyrimidine；1,3,5,5-tetranitrohexahydropyrimidine；1,1,3,5-Tetranitrohexahydropyrimidine；1,3,5,5-tetranitro-1,3-diazinane
• CAS: 81360-42-1
• 化学式: C₄H₆N₆O₈
• 分子量: 266.127
• InChiKey: NOEKJIBAIMWJEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 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：
  190
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,3,5,5-tetranitro-1,3-diazacyclohexane 以 四氢呋喃 为溶剂， 105.0 ℃ 、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-5,5-dinitrotetrahydropyrimidine 在 硫酸 、 硝酸 作用下， 以81%的产率得到1,3,5,5-tetranitro-1,3-diazacyclohexane
  参考文献：
  名称：

  杂环孪生硝基叠氮化物的合成

  摘要：

  研究了C-硝基取代的饱和杂环化合物的氧化叠氮化反应，即氧杂环丁烷、氮杂环丁烷、1,3-二恶烷、四氢-1,3-恶嗪和六氢嘧啶的硝基衍生物。制备了一种新型的孪生硝基叠氮化物的代表物并研究了它们的理化性质。分析了氧化叠氮化形成孪生二硝基化合物的过程。

  DOI：

  10.1007/s11172-009-0323-9

文献信息

• Synthesis and properties of azamonocyclic energetic materials with geminal explosophores
  作者：Kaidi Yang、Fuqiang Bi、Qi Xue、Huan Huo、Chao Bai、Junlin Zhang、Bozhou Wang

  DOI：10.1039/d1dt00581b

  日期：——

  Diversity-oriented synthesis of energetic pyrimidine structures with geminal explosophoric groups of geminal dinitro and azido-nitro groups via a novel reductive cleavage and oxidative coupling strategy is reported. Fluorine has also been introduced for the first time based on the nucleophilic coupling process. The obtained energetic pyrimidines are investigated via X-ray diffraction and theoretical

  报道了通过新颖的还原裂解和氧化偶合策略，以双歧化的双硝基和叠氮基-硝基的双分子炸药基团为导向的高能嘧啶结构的多样性合成。氟也是基于亲核偶联过程首次引入的。通过X射线衍射以及静电势和质子亲和力计算的理论技术研究获得的高能嘧啶。实验和计算结果均显示出令人印象深刻的爆炸性能，以及高能嘧啶结构的良好应用前景。其中，DNNC作为固体推进剂配方中的绿色氧化剂替代高氯酸铵（AP）具有广阔的前景。TNHA（ρ= 1.79 g cm -3，D = 8537 ms -1，P = 32.69 Gpa）和TNHF（ρ = 1.85 g cm -3，D = 8517 ms -1，P = 32.64 Gpa）被证明是高炸药的理想选择由于它们的高密度和爆炸特性。此外，TNHA由于其巨大的地层热量，也可以用作潜在的水下炸药。
• Cliff, Matthew D., Heterocycles, 1998, vol. 48, # 4, p. 657 - 669
  作者：Cliff, Matthew D.

  DOI：——

  日期：——
• Synthesis of β-nitramino derivatives ofgem-dinitroalkanes
  作者：V. A. Tartakovsky、A. S. Ermakov、O. N. Varfolomeeva

  DOI：10.1007/bf02495312

  日期：1999.7

  A method for the synthesis of beta-nitramino derivatives of gem-dinitroalkanes by nitration of the products of condensation of sulfamic acid derivatives with the corresponding gem-dinitroalkanes was proposed.
• Nitrolysis of dialkyl tert-butylamines
  作者：Dorothy A. Cichra、Horst G. Adolph

  DOI：10.1021/jo00133a047

  日期：1982.6
• BOILEAU, J.;PITEAU, M.;JACOB, G., PROPELLANTS, EXPLOS., PYROTECHN., 15,(1990) N, C. 38
  作者：BOILEAU, J.、PITEAU, M.、JACOB, G.

  DOI：——

  日期：——