cuneane-2,6-dicarboxylic acid | 858356-78-2

• 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: cuneane-2,6-dicarboxylic acid
• 英文别名: Pentacyclo[3.3.0.02,4.03,7.06,8]octane-2,6-dicarboxylic acid；pentacyclo[3.3.0.02,4.03,7.06,8]octane-2,6-dicarboxylic acid
• CAS: 858356-78-2
• 化学式: C₁₀H₈O₄
• 分子量: 192.171
• InChiKey: VRXOEMCNUVZYGG-UHFFFAOYSA-N

物化性质

• 沸点：
  457.4±45.0 °C(Predicted)
• 密度：
  2.401±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-立方烷二羧酸 在 potassium hydroxide 作用下， 以 水 为溶剂， 反应 3.0h， 生成 cuneane-2,6-dicarboxylic acid
  参考文献：
  名称：

  Solvent-induced, selective rearrangement of hydrogen cubane-1,4-dicarboxylate to hydrogen cuneane-2,6-dicarboxylate

  摘要：

  The rearrangement of cubane-1,4-dicarboxylic acid in water to cuneane-2,6-dicarboxylic acid is presented. The reaction is not a transition metal catalyzed, rather a solvent-promoted transformation, and the reaction proceeds via the semi-dissociated form of the cubane diacid, hydrogen cubane-1,4-dicarboxylate. No other, 1,3-disubstituted cuneane isomer is formed. The reaction is significantly accelerated by the addition of 1 equiv of base, suggesting that the hydrogen cubane-1,4-dicarboxylate ion plays a key role in this new type of rearrangement. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.056