3,3'-Dimethyl-5,5'-bis-methylsulfanyl-[5,5']bi[[1,4,2]dithiazolyl]

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3,3'-Dimethyl-5,5'-bis-methylsulfanyl-[5,5']bi[[1,4,2]dithiazolyl]
• 英文别名: 3-Methyl-5-(3-methyl-5-methylsulfanyl-1,4,2-dithiazol-5-yl)-5-methylsulfanyl-1,4,2-dithiazole
• 化学式: C₈H₁₂N₂S₆
• 分子量: 328.593
• InChiKey: KTQKCIATFVKRSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  177
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3,3'-Dimethyl-5,5'-bis-methylsulfanyl-[5,5']bi[[1,4,2]dithiazolyl] 以 various solvent(s) 为溶剂， 生成 (Z)-3,3'-Dimethyl-[5,5']bi[[1,4,2]dithiazolylidene] 、 (E)-3,3'-Dimethyl-[5,5']bi[[1,4,2]dithiazolylidene]
  参考文献：
  名称：

  Tetrathiadiazafulvalenes; preparation and characterisation of cis- and trans-[RCNS₂CCS₂NCR](R = Me, Ph)

  摘要：

  Tetrathiadiazafulvalenes can be prepared by the reductive coupling of 5-methylthio-1,4,2-dithiazolium salts, and thermolysis of the resulting hexathiooxalates; oxidation of tetrathiadiazafulvalenes affords the corresponding radical cations.

  DOI：

  10.1039/c39930001226
• 作为产物：
  描述：

  5-methylthio-1,4,2-dithiazolium tetrafluoroborate salt 在 锌 作用下， 以 乙腈 为溶剂， 反应 1.0h， 生成 3,3'-Dimethyl-5,5'-bis-methylsulfanyl-[5,5']bi[[1,4,2]dithiazolyl]
  参考文献：
  名称：

  Tetrathiadiazafulvalenes; preparation and characterisation of cis- and trans-[RCNS₂CCS₂NCR](R = Me, Ph)

  摘要：

  Tetrathiadiazafulvalenes can be prepared by the reductive coupling of 5-methylthio-1,4,2-dithiazolium salts, and thermolysis of the resulting hexathiooxalates; oxidation of tetrathiadiazafulvalenes affords the corresponding radical cations.

  DOI：

  10.1039/c39930001226

文献信息

• Synthesis and Properties of Tetrathiadiazafulvalenes [RCNS2C:CS2NCR] (R = H, Me, Ph)
  作者：Richard T. Oakley、John F. Richardson、Rupert E. v. H. Spence

  DOI：10.1021/jo00090a016

  日期：1994.6

  Reduction of 5-(methylthio)-1,4,2-dithiazolium (3, R = H, Me, Ph) salts with zinc powder yields the corresponding diazahexathioorthooxalate derivatives (RCNS(2))(MeS)CC(SMe)(S(2)NCR) (4, R = H, Me, Ph). Thermolysis of these materials in the presence of catalytic quantities of iodine affords the tetrathiadiazafulvalenes [RCNS(2)C=CS(2)NCR] (2, R = H, Me, Ph) in good yield. Separation of the cis and trans isomers can be achieved with relative ease for the R = Me and Ph derivatives, but co-crystallization occurs for the two isomers of the R = H compound. Tetrathiadiazafulvalenes are poorer electron donors than TTF; cyclic voltammetry nonetheless reveals two reversible oxidation processes. The ESR spectrum of the radical cation trans-2(+.) (R = Ph) consists of a quintet with a(N) = 0.08 mT, g = 2.0071.