Tetramethyl spiro<5.5>undecane-3,3,9,9-tetracarboxylate | 144492-87-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Tetramethyl spiro<5.5>undecane-3,3,9,9-tetracarboxylate
• 英文别名: Tetramethyl spiro[5.5]undecane-3,3,9,9-tetracarboxylate
• CAS: 144492-87-5
• 化学式: C₁₉H₂₈O₈
• 分子量: 384.427
• InChiKey: QSFKATDWTMKCHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,5-二溴‐3,3-双(2-溴乙基)戊烷 、 丙二酸二甲酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以59%的产率得到Tetramethyl spiro<5.5>undecane-3,3,9,9-tetracarboxylate
  参考文献：
  名称：

  Micelles series. 31. Building blocks for cascade polymers. 11. Synthesis of functionalized cascade cores: tetrakis(.omega.-bromoalkyl)methanes

  摘要：

  A series of tetrakis(bromoalkyl)methanes was synthesized and characterized. The tetrakis(3-bromopropyl)methane was chosen as ideal core to cascade polymers, since it undergoes facile substitution with bulky nucleophiles, denoting the need for at least three carbon atoms between the quaternary center and the leaving group to circumvent major steric problems caused by the core carbon. The readily available 4-nitro-4-(3-hydroxypropyl)-1,7-heptanediol was used to afford a novel entry to tetrakis(3-bromopropyl)methane as well as other building blocks to cascade polymers.

  DOI：

  10.1021/jo00056a023

文献信息

• Micelles series. 31. Building blocks for cascade polymers. 11. Synthesis of functionalized cascade cores: tetrakis(.omega.-bromoalkyl)methanes
  作者：George R. Newkome、Sadao Arai、Frank R. Fronczek、Charles N. Moorefield、Xiaofeng Lin、Claus D. Weis

  DOI：10.1021/jo00056a023

  日期：1993.2

  A series of tetrakis(bromoalkyl)methanes was synthesized and characterized. The tetrakis(3-bromopropyl)methane was chosen as ideal core to cascade polymers, since it undergoes facile substitution with bulky nucleophiles, denoting the need for at least three carbon atoms between the quaternary center and the leaving group to circumvent major steric problems caused by the core carbon. The readily available 4-nitro-4-(3-hydroxypropyl)-1,7-heptanediol was used to afford a novel entry to tetrakis(3-bromopropyl)methane as well as other building blocks to cascade polymers.