4H,8H-<1,2,5>selenadiazolo<3,4-f>-2,1,3-benzothiadiazole-4,8-dione | 114041-90-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4H,8H-<1,2,5>selenadiazolo<3,4-f>-2,1,3-benzothiadiazole-4,8-dione
• 英文别名: [1,2,5]selenadiazolo[3,4-f][2,1,3]benzothiadiazole-4,8-dione
• CAS: 114041-90-6
• 化学式: C₆N₄O₂SSe
• 分子量: 271.118
• InChiKey: HXCIGVGINWSBOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.84
• 重原子数：
  14.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.7
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4H,8H-<1,2,5>selenadiazolo<3,4-f>-2,1,3-benzothiadiazole-4,8-dione 在 吡啶 、 四氯化钛 作用下， 以 氯仿 、 乙腈 为溶剂， 反应 30.0h， 生成
  参考文献：
  名称：

  Clathrate formation and molecular recognition by novel chalcogen-cyano interactions in tetracyanoquinodimethanes fused with thiadiazole and selenadiazole rings

  摘要：

  The intermolecular contacts between chalcogen atoms and cyano lone pairs were found to stabilize the crystalline state by electrostatic interaction. This interaction is one of the sources of the directionality in crystal packing of organic molecules and causes the formation of various types of inclusion lattices in the charge-transfer (CT) crystals of 1-3. By using highly selective formation of CT crystals with substituted aromatic hydrocarbons, particular isomers such as p-xylene or 2,6-dimethylnaphthalene (2,6-DMN) could be separated from the corresponding isomer mixtures. Lattice-related interaction plays a more significant role than molecular orbital interaction in the observed selectivity for para-disubstituted benzenes. However, the latter interaction is important for the recognition of 2,6-DMN from the 2,7 isomer.

  DOI：

  10.1021/ja00034a041
• 作为产物：
  描述：

  1,3-二氢-2,1,3-苯并噻二唑-4,7-二酮 在 溴 、 氧氯化硒 、 三乙胺 作用下， 生成 4H,8H-<1,2,5>selenadiazolo<3,4-f>-2,1,3-benzothiadiazole-4,8-dione
  参考文献：
  名称：

  Preparation and Crystal Structures of Tetracyanoquinodimethans Fused with [1,2,5]Selenadiazole Units

  摘要：

  制备出的标题电子受体 TSDA (2) 和 BSDA (3)与硫类似物 BTDA (1) 结晶同构。与 1 相比，2 和 3 中的分子相互作用得到了加强，它们将分子连接起来，形成了二维扩展的 "片状 "网络及其无限层。

  DOI：

  10.1246/cl.1987.2285

文献信息

• Preparation and properties of bis[1,2,5]thiadiazolo-p-quinobis(1,3-dithiole) (BTQBT) and its derivatives. Novel organic semiconductors
  作者：Yoshiro Yamashita、Shoji Tanaka、Kenichi Imaeda、Hiroo Inokuchi、Mizuka Sano

  DOI：10.1021/jo00046a039

  日期：1992.9

  Bis[1,2,5]thiadiazlo-p-quinobis(1,3-dithiole) (BTQBT) (3a) and its derivatives 3b-f were prepared by using a Wittig-Horner reaction. The conductivity of BTQBT was good as a single component. The X-ray structural analysis reveals that the planar molecule forms a sheetlike network by short S---S contacts. The conductivities of the derivatives 3b-f were poorer than that of BTQBT, indicating that the unique crystal structure of BTQBT is needed for the good conductivity. The selenadiazolo analogues 9a,b were also prepared. The conductivities were a little higher than that of BTQBT due to the stronger intermolecular interactions caused by the selenium atom.
• Yamashita, Yoshiro; Tanaka, Shoji; Tomura, Masaaki, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 67, # 1-4, p. 327 - 332
  作者：Yamashita, Yoshiro、Tanaka, Shoji、Tomura, Masaaki

  DOI：——

  日期：——
• MUKAI, TOSIO;YAMASITA, JOSIO;SUDZUKI, TAKANORI
  作者：MUKAI, TOSIO、YAMASITA, JOSIO、SUDZUKI, TAKANORI

  DOI：——

  日期：——