1,6-dimethoxy-2-oxabicyclo[10.4.0]hexadecane | 220175-40-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,6-dimethoxy-2-oxabicyclo[10.4.0]hexadecane
• CAS: 220175-40-6
• 化学式: C₁₇H₃₂O₃
• 分子量: 284.439
• InChiKey: PCVFSQGOEXJDGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,6-dimethoxy-2-oxabicyclo[10.4.0]hexadecane 在 tetrabutylammonium tetrafluoroborate 作用下， 以 甲醇 为溶剂， 以40%的产率得到methyl ω-(2-methoxytetrahydrofur-2-yl)undecanoate
  参考文献：
  名称：

  Electrochemical transformations of monooxa- and dioxabicycloalkenes and-bicycloalkanes

  摘要：

  Electrolysis of 2-oxa- and 2,5-dioxabicyclo[n.4.0]alk-1(6)-enes (n = 4, 10) under conditions of direct undivided anodic oxidation in methanol results in their electrochemical mono- and dimethoxylation; electrolysis of the corresponding 2-oxa- and 2,5-dioxabicycloalkanes involves electrochemical cleavage of the bridging carbon-carbon bonds followed by electrooxidative transformation into methyl omega-(2-methoxytetrahydrofuryl)-, omega-(dimethoxymethyl)-, and omega-(1,3-dioxolan-2-yl)alkanoates.

  DOI：

  10.1007/bf02494854
• 作为产物：
  描述：

  甲醇 、 16-氧杂双环[10.4.0]十六碳-17-烯 在 氢氧化钾 作用下， 以65%的产率得到1,6-dimethoxy-2-oxabicyclo[10.4.0]hexadecane
  参考文献：
  名称：

  Electrochemical transformations of monooxa- and dioxabicycloalkenes and-bicycloalkanes

  摘要：

  Electrolysis of 2-oxa- and 2,5-dioxabicyclo[n.4.0]alk-1(6)-enes (n = 4, 10) under conditions of direct undivided anodic oxidation in methanol results in their electrochemical mono- and dimethoxylation; electrolysis of the corresponding 2-oxa- and 2,5-dioxabicycloalkanes involves electrochemical cleavage of the bridging carbon-carbon bonds followed by electrooxidative transformation into methyl omega-(2-methoxytetrahydrofuryl)-, omega-(dimethoxymethyl)-, and omega-(1,3-dioxolan-2-yl)alkanoates.

  DOI：

  10.1007/bf02494854