2,2'-(4H,8H-benzo[1,2-c:4,5-c']bis([1,2,5]thiadiazole)-4,8-diylidene)dimalononitrile compound with 2,6-dimethylnaphthalene (1:1) | 139346-68-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,2'-(4H,8H-benzo[1,2-c:4,5-c']bis([1,2,5]thiadiazole)-4,8-diylidene)dimalononitrile compound with 2,6-dimethylnaphthalene (1:1)
• CAS: 139346-68-2
• 化学式: C₁₂H₁₂*C₁₂N₈S₂
• 分子量: 476.545
• InChiKey: YOCFZUQXZKBVSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  34.0
• 可旋转键数：
  0.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  146.72
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  2,2'-(4H,8H-benzo[1,2-c:4,5-c']bis([1,2,5]thiadiazole)-4,8-diylidene)dimalononitrile compound with 2,6-dimethylnaphthalene (1:1) 以 二氯甲烷 为溶剂， 生成 2,7-二甲基萘 、 bis<1,2,5>thiadiazolotetracyanoquinodimethane
  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：

  2,6-二甲基萘 、 bis<1,2,5>thiadiazolotetracyanoquinodimethane 以 二氯甲烷 为溶剂， 生成 2,2'-(4H,8H-benzo[1,2-c:4,5-c']bis([1,2,5]thiadiazole)-4,8-diylidene)dimalononitrile compound with 2,6-dimethylnaphthalene (1:1)
  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