exo-3,5-dithiatricyclo<5.2.1.0^2,6>decane-4-thione | 56904-67-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: exo-3,5-dithiatricyclo<5.2.1.0^2,6>decane-4-thione
• 英文别名: (1S,2R,6S,7R)-3,5-dithiatricyclo[5.2.1.02,6]decane-4-thione
• CAS: 56904-67-7
• 化学式: C₈H₁₀S₃
• 分子量: 202.365
• InChiKey: FBYHTHRKRNGVOI-RNGGSSJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  82.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氯仿 、 exo-3,5-dithiatricyclo<5.2.1.0^2,6>decane-4-thione 在 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 以 二氯甲烷-D2 为溶剂， 以50%的产率得到exo-3,5-dithia-4-oxotricyclo<5.2.1.0^2,6>decane
  参考文献：
  名称：

  Reaction of trithiolanes with dihalocarbenes under phase-transfer catalysis. A convenient synthesis of trithiocarbonates and thionocarbonates

  摘要：

  DOI：

  10.1021/jo00291a011
• 作为产物：
  描述：

  降冰片烯 、 bis(diisopropylthiothiocarbonyl) disulfide 在 偶氮二异丁腈 作用下， 以 苯 为溶剂， 反应 15.0h， 以47%的产率得到exo-3,5-dithiatricyclo<5.2.1.0^2,6>decane-4-thione
  参考文献：
  名称：

  Free Radical Reaction of Diisopropyl Xanthogen Disulfide with Unsaturated Systems

  摘要：

  1,3-Dithiol-2-ones are prepared in one pot reaction from commercially available diisopropyl xanthogen disulfide (2) and alkynes under radical conditions. The 5-membered heterocycle is formed via a ring closure of vinyl radical (7) resulting from the thio radical addition of 5 to an alkyne. The reaction worked best for alkynes conjugated with a C=C double bond. The oxygen atoms of reagent (2) could be replaced by sulfur and this new reagent furnished 1,3-dithiol-2-thiones under radical conditions.

  DOI：

  10.3987/com-98-8230

文献信息

• GHOSH, TIRTHANKAR, J. ORG. CHEM., 55,(1990) N, C. 1146-1147
  作者：GHOSH, TIRTHANKAR

  DOI：——

  日期：——
• RUSSELL, G. A.;LAW, W. C.;ZALETA, M., J. AMER. CHEM. SOC., 1985, 107, N 14, 4175-4182
  作者：RUSSELL, G. A.、LAW, W. C.、ZALETA, M.

  DOI：——

  日期：——
• Free Radical Reaction of Diisopropyl Xanthogen Disulfide with Unsaturated Systems
  作者：Yves Gareau、André Beauchemin

  DOI：10.3987/com-98-8230

  日期：——

  1,3-Dithiol-2-ones are prepared in one pot reaction from commercially available diisopropyl xanthogen disulfide (2) and alkynes under radical conditions. The 5-membered heterocycle is formed via a ring closure of vinyl radical (7) resulting from the thio radical addition of 5 to an alkyne. The reaction worked best for alkynes conjugated with a C=C double bond. The oxygen atoms of reagent (2) could be replaced by sulfur and this new reagent furnished 1,3-dithiol-2-thiones under radical conditions.
• Reaction of trithiolanes with dihalocarbenes under phase-transfer catalysis. A convenient synthesis of trithiocarbonates and thionocarbonates
  作者：Tirthankar Ghosh

  DOI：10.1021/jo00291a011

  日期：1990.2