8,11,14,17-tetraoxa-2,4-dithia-spiro[5.12]octadecane | 365541-43-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: 8,11,14,17-tetraoxa-2,4-dithia-spiro[5.12]octadecane
• 英文别名: 8,11,14,17-Tetraoxa-2,4-dithiaspiro[5.12]octadecane；8,11,14,17-tetraoxa-2,4-dithiaspiro[5.12]octadecane
• CAS: 365541-43-1
• 化学式: C₁₂H₂₂O₄S₂
• 分子量: 294.436
• InChiKey: SJKDCDPGLFCSNN-UHFFFAOYSA-N

物化性质

• 沸点：
  458.8±45.0 °C(predicted)
• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  87.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  间苯二甲醛 、 8,11,14,17-tetraoxa-2,4-dithia-spiro[5.12]octadecane 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以94%的产率得到{3-[hydroxy-(8,11,14,17-tetraoxo-2,4-dithia-spiro[5,12]octadec-3-yl)-methyl]-phenyl}-(8,11,14,17-tetraoxa-2,4-dithia-spiro[5,12]octadec-3-yl)-methanol
  参考文献：
  名称：

  Synthesis and Liquid Membrane Transport Properties of Photolabile Molecular Clips Based on Dithiane-spiro-crown Ethers

  摘要：

  [GRAPHICS]Synthesis of novel dithiane-spiro-crown ethers starting from 5,5-di(hydroxymethyl)-1,3-dithiane is developed. These compounds can be used as building blocks to assemble photolabile bis-crown ethers via addition to dicarbonyl-containing tethers, e.g., isophthalic aldehyde. It is found that unlike their mono-crown precursors such bidentate bis-crowns are capable of efficient liquid membrane transport of, for example, methyl viologen. The transport can be interrupted photochemically, providing a basis for developing smart light-responsive membranes.

  DOI：

  10.1021/ol016309k
• 作为产物：
  描述：

  5,5-bis(bromomethyl)-1,3-dioxane 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 8,11,14,17-tetraoxa-2,4-dithia-spiro[5.12]octadecane
  参考文献：
  名称：

  Synthesis and Liquid Membrane Transport Properties of Photolabile Molecular Clips Based on Dithiane-spiro-crown Ethers

  摘要：

  [GRAPHICS]Synthesis of novel dithiane-spiro-crown ethers starting from 5,5-di(hydroxymethyl)-1,3-dithiane is developed. These compounds can be used as building blocks to assemble photolabile bis-crown ethers via addition to dicarbonyl-containing tethers, e.g., isophthalic aldehyde. It is found that unlike their mono-crown precursors such bidentate bis-crowns are capable of efficient liquid membrane transport of, for example, methyl viologen. The transport can be interrupted photochemically, providing a basis for developing smart light-responsive membranes.

  DOI：

  10.1021/ol016309k

文献信息

• Synthesis and Liquid Membrane Transport Properties of Photolabile Molecular Clips Based on Dithiane-spiro-crown Ethers
  作者：Loren A. Barnhurst、Andrei G. Kutateladze

  DOI：10.1021/ol016309k

  日期：2001.8.1

  [GRAPHICS]Synthesis of novel dithiane-spiro-crown ethers starting from 5,5-di(hydroxymethyl)-1,3-dithiane is developed. These compounds can be used as building blocks to assemble photolabile bis-crown ethers via addition to dicarbonyl-containing tethers, e.g., isophthalic aldehyde. It is found that unlike their mono-crown precursors such bidentate bis-crowns are capable of efficient liquid membrane transport of, for example, methyl viologen. The transport can be interrupted photochemically, providing a basis for developing smart light-responsive membranes.