1,1',7,7'-tetrathia[7,7]cyclopropenonophane | 345892-27-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,1',7,7'-tetrathia[7,7]cyclopropenonophane
• 英文别名: 1,1',7,7'-tetrathia[7.7]cyclopropenonophane；2,8,12,18-Tetrathiatricyclo[17.1.0.09,11]icosa-1(19),9(11)-diene-10,20-dione
• CAS: 345892-27-5
• 化学式: C₁₆H₂₀O₂S₄
• 分子量: 372.598
• InChiKey: XELMXDLUJZUMSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,1',7,7'-tetrathia[7,7]cyclopropenonophane 在 草酰氯 、 硫代乙酸 作用下， 以 乙二醇二甲醚 为溶剂， 反应 5.0h， 生成 1,1',7,7'-tetrathia[7.7]cyclopropenethionophane
  参考文献：
  名称：

  Sterically Stabilized Cyclopropenonophanes and an Electronically Stabilized Cyclopropenethionophane:  Syntheses, Structural Properties, and Reactivity

  摘要：

  The syntheses of sterically stabilized cyclopropenonophanes as well as an electronically stabilized cyclopropenethionophane are reported, and their molecular structures in the solid state are elucidated. The sulfur of the CS moiety in cyclopropenethiones was shown to react as a nucleophile. Temperatures of more than 240 degreesC favor the extrusion of CO in the cyclopropenonophane to afford an alpha,alpha'-tetramethyl-substituted cyclodiyne.

  DOI：

  10.1021/ol047317e
• 作为产物：
  描述：

  sodium trichloroacetate 、 1,4,10,13-tetrathiacyclotetradeca-2,11-diyne 以 乙二醇二甲醚 为溶剂， 反应 2.5h， 以7.6%的产率得到1,1',7,7'-tetrathia[7,7]cyclopropenonophane
  参考文献：
  名称：

  Tethered Dithiacyclopropenones. Syntheses and Structural Properties of Tetrathiacyclopropenonophanes

  摘要：

  The reaction of the cyclic tetrathiadiynes 4(m.n) (where m and n indicate the number of methylene groups between the dithiaacetylene units) with sodium trichloroacetate and subsequent hydrolysis of the gem-dichlorocyclopropenes afforded the mono- and biscyclopropenone derivatives 5(m.n) and 6(m.n) in moderate yields. Investigation of the X-ray crystal structures revealed small torsion angles between the CH2-S bond and the C-C double bond, indicating conjugation between the sulfur 3p lone pair and the cyclopropenone ring. The maintenance of the conjugation determines the secondary structure of both (5, 6) ring systems.

  DOI：

  10.1021/jo001721j