5,5'-(oxybis(butan-4-yl-2-ylidene))dicyclopenta-1,3-diene | 1159101-37-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5'-(oxybis(butan-4-yl-2-ylidene))dicyclopenta-1,3-diene
• CAS: 1159101-37-7
• 化学式: C₁₈H₂₂O
• 分子量: 254.372
• InChiKey: MSWSNSQRVOPZTL-UHFFFAOYSA-N

物化性质

• 沸点：
  390.5±31.0 °C(predicted)
• 密度：
  1.037±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.67
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  5,5'-(oxybis(butan-4-yl-2-ylidene))dicyclopenta-1,3-diene 、 丁炔二酸二甲酯 以 苯 为溶剂， 生成
  参考文献：
  名称：

  An exceptionally simple and efficient synthesis of 6-methyl-6-vinylfulvene, and its oxidative transformations

  摘要：

  A new efficient synthesis of 6-methyl-6-vinylfulvene was developed, starting from the 6-(2-hydroxyethyl)-6-methylfulvene. With larger quantities of the title compound in hand, its photooxygenation with singlet oxygen Was Studied. Cyclization of the cyclopropanone intermediate to both vinyl moieties in the unsaturated system was observed, whereas the saturated endoperoxide gave mostly the cyclopentenone derivative. m-CPBA attacks exclusively the endocyclic double bonds and gives the 3 -cyclopentenones via the unstable epoxides. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.221
• 作为产物：
  描述：

  4-羟基-2-丁酮 、 环戊二烯 在 四氢吡咯 、 silica gel 作用下， 以 甲醇 、 乙酸乙酯 、 Petroleum ether 为溶剂， 以64%的产率得到6-methyl-6-(1-ethyl-2-hydroxy)fulvene
  参考文献：
  名称：

  An exceptionally simple and efficient synthesis of 6-methyl-6-vinylfulvene, and its oxidative transformations

  摘要：

  A new efficient synthesis of 6-methyl-6-vinylfulvene was developed, starting from the 6-(2-hydroxyethyl)-6-methylfulvene. With larger quantities of the title compound in hand, its photooxygenation with singlet oxygen Was Studied. Cyclization of the cyclopropanone intermediate to both vinyl moieties in the unsaturated system was observed, whereas the saturated endoperoxide gave mostly the cyclopentenone derivative. m-CPBA attacks exclusively the endocyclic double bonds and gives the 3 -cyclopentenones via the unstable epoxides. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.221