cis-9,10,11-trithiabicyclo[6.3.0]undecane 9,9,11,11-tetraoxide | 1190326-23-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: cis-9,10,11-trithiabicyclo[6.3.0]undecane 9,9,11,11-tetraoxide
• CAS: 1190326-23-8
• 化学式: C₈H₁₄O₄S₃
• 分子量: 270.395
• InChiKey: IYKXHWNUNMEDDR-OCAPTIKFSA-N

反应信息

• 作为产物：
  描述：

  cis-9,10,11-trithiabicyclo[6.3.0]undecane 10-exo-oxide 在 二甲基二环氧乙烷 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以7%的产率得到cis-9,10,11-trithiabicyclo[6.3.0]undecane 9,9,11,11-tetraoxide
  参考文献：
  名称：

  Oxidation and Reduction Reactions of cis-9,10,11-Trithiabicyclo[6.3.0]undecane Synthesized by Reaction of cis-Cyclooctene with S₈O

  摘要：

  cis-Cyclooctene reacted with S8O in refluxing carbon disulfide to give cis-9,10,11-trithiabicyclo[6.3.0]undecane (1,2,3-trithiolane). Oxidation of the 1,2,3-trithiolane with m-chloroperbenzoic acid (MCPBA) or dimethyldioxirane (DMD) yielded the corresponding 1-exo-oxide, 1-endo-oxide, 2-endo-oxide, 2-exo-oxide, 1-endo,3-exo-dioxide, 1-exo,3-exo-dioxide, 1,1,3-exo-trioxide, and 1,1,3,3-tetraoxide, depending on the amount of the oxidants. Formation of another 1,3-dioxide assignable to the 1-endo,3-endo-dioxide was observed in the oxidation of the 1-endo-oxide with MCPBA. Oxidation of the 2-exo-oxide with DMD gave the 1,1,3,3-tetraoxide in low yield. Reduction of the 1,2,3-trithiolane and its trans isomer with LiAlH4 gave cis- and trans-cyclooctane-1,2-dithiol, respectively, in high yields. Oxidation of the sodium salt of the cis-1,2-dithiol with MCPBA provided the corresponding 1,2,5,6-tetrathiocane in low yield as the only identifiable product.

  DOI：

  10.1080/10426500902855232