Thiacyclooct-4-ene | 175603-35-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: Thiacyclooct-4-ene
• 英文别名: 3,4,7,8-tetrahydro-2H-thiocine
• CAS: 175603-35-7
• 化学式: C₇H₁₂S
• 分子量: 128.238
• InChiKey: OQIKWIYGPAKNOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.46
• 重原子数：
  8.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  Thiacyclooct-4-ene 在 N-氯代丁二酰亚胺 、 氧气 、 一水合肼 、 copper(II) sulfate 作用下， 以 四氢呋喃 、 乙醇 、 苯 为溶剂， 反应 5.0h， 生成 2-Vinylthiocane
  参考文献：
  名称：

  Molecular asymmetry in trans-thiacycloalkenes. 2. Barriers to interconversion of diastereomeric conformers of 2-substituted nine- to eleven-membered (E)-thiacycloalk-4-enes

  摘要：

  DOI：

  10.1021/jo01306a014

文献信息

• Low Pressure Hydrogenation of Unsaturated Sulphides with Homogeneous and Heterogeneous Ruthenium Catalysts
  作者：Vanda Cerè、Franco Massaccesi、Salvatore Pollicino、Alfredo Ricci

  DOI：10.1080/00397919608003694

  日期：1996.3

  Ru2O . nH(2)O and [Ru3O(AcO)(6)(H2O)(3)](AcO-)-Ac-+ were examined for catalytic activity in the hydrogenation of a series of unsaturated sulphides under heterogeneous and homogeneous conditions, respectively. By the appropriate combination of these two methodologies, a number of saturated sulphides could be synthesized in satisfactory to good yields, thus minimizing side reactions.
• Medium-ring .gamma.-epoxy sulfones. Regio- and stereochemistry of the butyllithium-promoted transannular epoxide ring opening
  作者：Vanda Cere、Claudio Paolucci、Salvatore Pollicino、Edda Sandri、Antonino Fava

  DOI：10.1021/jo00014a035

  日期：1991.7

  Cyclic 8- and 9-membered E and Z gamma-epoxy sulfones yield bicyclic hydroxy sulfones stereospecifically upon treatment with BuLi in THF. The distribution of regioisomeric products markedly depends on the metalation mode, portionwise or at once. This suggests that the metal/proton exchange between the two positions alpha to the sulfone function is slow, relative to transannular cyclization, under conditions of complete metalation, but becomes fast in the presence of unmetalated sulfone (probably acting as a H+-transfer agent). The product distribution also depends, though to a lesser extent, on temperature, perhaps in relation to changes in the aggregation of the organolithium intermediate. An unexpected phenomenon was observed with the 8-membered Z epoxy sulfone at -70-degrees-C, where the time dependence of the transannular cyclization is consistent with an equilibrium being reached at 2/3 conversion. However, at -40-degrees-C or higher the reaction proceeds to completion without difficulty. A low-temperature metastable equilibrium is suggested involving some kind of aggregate of the lithio sulfone with the lithioalkoxide product.
• Molecular asymmetry in trans-thiacycloalkenes. 2. Barriers to interconversion of diastereomeric conformers of 2-substituted nine- to eleven-membered (E)-thiacycloalk-4-enes
  作者：Vanda Cere、Claudio Paolucci、Salvatore Pollicino、Edda Sandri、Antonino Fava、Lodovico Lunazzi

  DOI：10.1021/jo01306a014

  日期：1980.8