6-chloro-1,5-dinitro-3-azabicyclo[3.3.1]non-6-ene | 90415-97-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 6-chloro-1,5-dinitro-3-azabicyclo[3.3.1]non-6-ene
• 英文别名: 6-Chloro-3-methyl-1,5-dinitro-3-azabicyclo[3.3.1]non-6-ene
• CAS: 90415-97-7
• 化学式: C₉H₁₂ClN₃O₄
• 分子量: 261.665
• InChiKey: BMBIGPHAIRCTCY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  94.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-chloro-1,5-dinitro-3-azabicyclo[3.3.1]non-6-ene 在 氢气 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 20.0 ℃ 、2.0 MPa 条件下， 生成 3-methyl-3-azabicyclo[3.3.1]nonane-1,5-diamine trihydrochloride
  参考文献：
  名称：

  Selective reduction of 6-substituted 1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes

  摘要：

  Reduction of 6-substituted 1,5-dinitro-3-azabicyclo[3.3.1]non-6-enes gives either saturated 1,5-diamino-3-azabicyclo[3.3.1]nonane or unsaturated 1,5-diamino-3-azabicyclo[3.3.1]non-6-enes, depending on the conditions and nature of substituent in the substrate.

  DOI：

  10.1134/s1070428011060078

文献信息

• 3-Azabicyclo[3.3.1]nonane Derivatives: VIII. Synthesis and Properties of 6(7)-R-3,3-Dimethyl-1,5- dinitro-3-azoniabicyclo[3.3.1]non-6-ene Iodides
  作者：I. V. Shakhkeldyan、N. K. Melekhina、Yu. M. Atroshenko、M. V. Kopyshev、O. Ya. Borbulevich、K. Yu. Suponitskii、M. Yu. Antipin、E. N. Alifanova、M. B. Nikisina、V. A. Subbotin

  DOI：10.1023/b:rujo.0000034949.33987.6b

  日期：2004.2

  N-Alkylation of 6(7)-R-1,5-dinitro-3-methyl-3-azabicyclo[3.3. I]non-6-enes with methyl iodide afforded a series of quaternary ammonium salts whose yield depended on the solvent polarity and character of substituents located in positions 6 or 7 of substrate. The presence of electron-withdrawing groups reduced the yield of the target products compared to unsubstituted compound, whereas the electron-donor substituents increased the yield. As shown by the X-ray diffraction study the congormation of the substances was not changed in the course of quaternization. The DTA-TG analysis revealed that in the first stage of thermolysis the 6(7)-R-3,3-dimethyl-1,5-dinitro-3-azoniabicyclo[3.3. I]non-6-ene iodides suffer dealkylation. Two fragmentation paths of compounds synthesized under electron impact were observed: elimination either of methyl iodide or aziridinium cation.