2-Methylen-3-methyl-3-(2-(1,3-dioxolan-2-yl))-ethyl-bicyclo(2.2.2)octan | 144340-82-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: 2-Methylen-3-methyl-3-(2-(1,3-dioxolan-2-yl))-ethyl-bicyclo(2.2.2)octan
• 英文别名: 3-Methyl-2-methylen-3-<2-(1,3-dioxolan-2-yl)>-ethyl-bicyclo<2.2.2>octan；2-Methylen-3-methyl-3-<2-(1,3-dioxolan-2-yl)>-ethyl-bicyclo<2.2.2>octan
• CAS: 144340-82-9
• 化学式: C₁₅H₂₄O₂
• 分子量: 236.354
• InChiKey: HLISBNFDLKFTNQ-GUTXKFCHSA-N

物化性质

• 沸点：
  312.3±17.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-Methylen-3-methyl-3-(2-(1,3-dioxolan-2-yl))-ethyl-bicyclo(2.2.2)octan 在 氢气 、 4-甲基苯磺酸吡啶 作用下， 以 丙酮 为溶剂， 以65%的产率得到7-methyl-2,8,9,10,11,12-hexahydro-1H-tricyclo[6.2.2.0^2,7]dodeca-3,9-diene
  参考文献：
  名称：

  Synthese und Geruch von Tricyclo[6.2.2.02, 7]dodecan-Derivaten

  摘要：

  The acetale-ketone 9 was synthesized as precursor for the preparation of beta-santalol derivatives posessing a bicyclo[2.2.2]octane nucleus. After methylenation of the keto-group the subsequent acidic hydrolysis of the acetal leads via a Prins reaction of the liberated aldehyde with the methylene group to tricyclo[6.2.2.0(2,7)]dodecane derivatives. Their olfactory properties are described.

  DOI：

  10.1007/bf00816854
• 作为产物：
  描述：

  3-[2-(1,3-dioxolan-2-yl)ethyl]-3-methylbicyclo[2.2.2]octan-2-one 在 三氯氧磷 作用下， 以 吡啶 、 乙醚 为溶剂， 反应 18.0h， 生成 2-Methylen-3-methyl-3-(2-(1,3-dioxolan-2-yl))-ethyl-bicyclo(2.2.2)octan
  参考文献：
  名称：

  Synthese und Geruch von Tricyclo[6.2.2.02, 7]dodecan-Derivaten

  摘要：

  The acetale-ketone 9 was synthesized as precursor for the preparation of beta-santalol derivatives posessing a bicyclo[2.2.2]octane nucleus. After methylenation of the keto-group the subsequent acidic hydrolysis of the acetal leads via a Prins reaction of the liberated aldehyde with the methylene group to tricyclo[6.2.2.0(2,7)]dodecane derivatives. Their olfactory properties are described.

  DOI：

  10.1007/bf00816854

文献信息

• Synthese und Geruch von (Z)-Dehydro-homo-?-santalol
  作者：G. Buchbauer、H. Spreitzer、B. �ckher、C. Pretterklieber、I. Piringer、P. Wolschann

  DOI：10.1007/bf00813209

  日期：1995.4

  Guided by molecular modeling studies, the synthesis of the title compound is described. The organoleptic evaluation proved the predicted real sandal like odour of (Z)-dehydro-homo-beta-santalol.