1-(diisopropylcarbamoyl)-8-(hydroxycarbonyl)-2,4,6-tricyanocubane | 152454-15-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 1-(diisopropylcarbamoyl)-8-(hydroxycarbonyl)-2,4,6-tricyanocubane
• 英文别名: 3,5,7-tricyano-2-[di(propan-2-yl)carbamoyl]cubane-1-carboxylic acid
• CAS: 152454-15-4
• 化学式: C₁₉H₁₈N₄O₃
• 分子量: 350.377
• InChiKey: UXUQYLIUPRFTNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  128.98
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(diisopropylcarbamoyl)-8-(hydroxycarbonyl)-2,4,6-tricyanocubane 在 氢氧化钾 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 23.5h， 生成 1-((N,N-diisopropylamino)methyl)-2,4,6,8-tetrakis(acetoxymethyl)cubane
  参考文献：
  名称：

  Systematic substitution on the cubane nucleus. Synthesis and properties of 1,3,5-trinitrocubane and 1,3,5,7-tetranitrocubane

  摘要：

  A systematic methodology is developed for the synthesis of highly symmetric, polysubstituted cubanes. The synthesis of cubanes with C3v and T(d) symmetry is achieved. Details are given for the preparation of 1,3,5-trinitrocubane and 1,3,5,7-tetranitrocubane, compounds of interest as superior high-energy, shock-insensitive explosives. The structures of these new materials, determined by single-crystal X-ray analysis, are discussed in detail. DSC analysis of their thermal decomposition is presented. The effect of nitro groups on the C-13-NMR spectra of cubanes is noted.

  DOI：

  10.1021/ja00075a039
• 作为产物：
  描述：

  6-Carboxy-2,4-dicyano-1-(N,N-diisopropylcarboxamido)cubane 在 氯化亚砜 、 magnesium (2,2,6,6-tetramethylpiperidine)bromide 、 氨 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 5.33h， 生成 1-(diisopropylcarbamoyl)-8-(hydroxycarbonyl)-2,4,6-tricyanocubane
  参考文献：
  名称：

  Systematic substitution on the cubane nucleus. Synthesis and properties of 1,3,5-trinitrocubane and 1,3,5,7-tetranitrocubane

  摘要：

  A systematic methodology is developed for the synthesis of highly symmetric, polysubstituted cubanes. The synthesis of cubanes with C3v and T(d) symmetry is achieved. Details are given for the preparation of 1,3,5-trinitrocubane and 1,3,5,7-tetranitrocubane, compounds of interest as superior high-energy, shock-insensitive explosives. The structures of these new materials, determined by single-crystal X-ray analysis, are discussed in detail. DSC analysis of their thermal decomposition is presented. The effect of nitro groups on the C-13-NMR spectra of cubanes is noted.

  DOI：

  10.1021/ja00075a039