4-Thia-2,6-diazahexacyclo<5.4.0^2,6.0^8,11.0^9,13.0^10,12>tridecane-3,5-dione | 153943-48-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-Thia-2,6-diazahexacyclo<5.4.0^2,6.0^8,11.0^9,13.0^10,12>tridecane-3,5-dione
• 英文别名: 4-Thia-2,6-diazahexacyclo[5.4.0^2,6.0^8,11.0^9,13.0^10,12]tridecane-3,5-dione；6-Thia-4,8-diazahexacyclo[7.4.0.02,12.03,11.04,8.010,13]tridecane-5,7-dione
• CAS: 153943-48-7
• 化学式: C₁₀H₈N₂O₂S
• 分子量: 220.252
• InChiKey: HLUPNDQUSZZSBM-UHFFFAOYSA-N

物化性质

• 沸点：
  352.3±25.0 °C(Predicted)
• 密度：
  2.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  65.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Thia-2,6-diazahexacyclo<5.4.0^2,6.0^8,11.0^9,13.0^10,12>tridecane-3,5-dione 以 氘代乙腈 为溶剂， 反应 0.5h， 以5%的产率得到1,3,5,7-cyclooctatetraene
  参考文献：
  名称：

  1-Thia-3,4-diazolidine-2,5-dione functionality: a photochemical synthon for the azo group

  摘要：

  The 1-thia-3,4-diazolidine-2,5-dione functional group was shown to yield azo compounds upon photolysis. This photoreaction when combined with the known ability of this group to react in a Diels-Alder fashion or as a dinucelophile toward alkylating agents greatly increases the utility of this functionality. The dual reactivity of this group was demonstrated in the synthesis of a number of 3,4-dialkyl-1-thia-3,4-diazolidine-2,5-diones. The photolysis of these compounds produced either thermally stable cyclic azo compounds or the decomposition products of thermally unstable azo compounds.

  DOI：

  10.1021/jo00092a013
• 作为产物：
  描述：

  4-Thia-2,6-diazatetracyclo<5.4.2.0^2,6.0^8,11>trideca-9,12-diene-3,5-dione 以 丙酮 为溶剂， 反应 2.5h， 以51.3%的产率得到4-Thia-2,6-diazahexacyclo<5.4.0^2,6.0^8,11.0^9,13.0^10,12>tridecane-3,5-dione
  参考文献：
  名称：

  1-Thia-3,4-diazolidine-2,5-dione functionality: a photochemical synthon for the azo group

  摘要：

  The 1-thia-3,4-diazolidine-2,5-dione functional group was shown to yield azo compounds upon photolysis. This photoreaction when combined with the known ability of this group to react in a Diels-Alder fashion or as a dinucelophile toward alkylating agents greatly increases the utility of this functionality. The dual reactivity of this group was demonstrated in the synthesis of a number of 3,4-dialkyl-1-thia-3,4-diazolidine-2,5-diones. The photolysis of these compounds produced either thermally stable cyclic azo compounds or the decomposition products of thermally unstable azo compounds.

  DOI：

  10.1021/jo00092a013