3-methyl-1,5-dinitro-6-phenoxy-3-azabicyclo[3.3.1]non-6-ene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-methyl-1,5-dinitro-6-phenoxy-3-azabicyclo[3.3.1]non-6-ene
• 化学式: C₁₅H₁₇N₃O₅
• mdl: MFCD02647911
• 分子量: 319.317
• InChiKey: BEASEFJNKGANKI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-methyl-1,5-dinitro-6-phenoxy-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， 以81%的产率得到3-methyl-6-phenoxy-3-azabicyclo[3.3.1]non-6-ene-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
• 作为产物：
  描述：

  聚合甲醛 、 2,4-二硝基-1-(苯氧基)苯 、 甲胺 在 sodium tetrahydroborate 、 氢气 作用下， 以35%的产率得到3-methyl-1,5-dinitro-6-phenoxy-3-azabicyclo[3.3.1]non-6-ene
  参考文献：
  名称：

  3-氮杂双环[3.3.1]壬烷衍生物：VIII。6（7）-R-3,3-二甲基-1,5-二硝基-3-氮杂双环[3.3.1]非6-烯碘化物的合成及性能

  摘要：

  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.

  DOI：

  10.1023/b:rujo.0000034949.33987.6b