1,2-dicyano-1,2-bis(7-cyano-2-methyl-1-benzothiophen-3-yl)ethene | 140670-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 1,2-dicyano-1,2-bis(7-cyano-2-methyl-1-benzothiophen-3-yl)ethene
• 英文别名: (Z)-2,3-bis(7-cyano-2-methyl-1-benzothiophen-3-yl)but-2-enedinitrile
• CAS: 140670-28-6
• 化学式: C₂₄H₁₂N₄S₂
• 分子量: 420.518
• InChiKey: OYAAEBQQQBIUSR-VXPUYCOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  152
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,2-dicyano-1,2-bis(7-cyano-2-methyl-1-benzothiophen-3-yl)ethene 以 苯 为溶剂， 生成 11a,11b-Dimethyl-11a,11b-dihydro-11,12-dithia-indeno[2,1-a]fluorene-1,5,6,10-tetracarbonitrile
  参考文献：
  名称：

  Thermally Irreversible Photochromic Systems. Substituent Effect on the Absorption Wavelength of 11,12-Dicyano-5a,5b-dihydro-5a,5b-dimethylbenzo[1,2-b:6,5-b′]bis[1]benzothiophene

  摘要：

  Cyano- and halogen-substituted 1,2-bis(1-benzothiophen-3-yl)ethene derivatives were synthesized in an attempt to obtain compounds with sensitivity at longer wavelengths. Under UV irradiation, the derivatives underwent ring closure reactions to form the substituted 11,12-dicyano-5a,5b-dihydro-5a,5b-dimethylbenzo[1,2b:6,5-b′]bis[1]benzothiophenes. Among cyano-substituted compounds, the 3,8-dicyano derivative showed an absorption maximum at the longest wavelength, 530 nm, which is 23 nm longer than the maximum of the unsubstituted compound. The absorption maximum of the 3,8-difluoro derivative, on the other hand, was 28 nm shorter than the maximum of the 2,9-difluoro derivative. Although the absorption maximum shift of the calculated values (MO INDO/S) by cyano substitution agreed well with the observed maxima, the calculation hardly reproduced the shift by halogen substitution.

  DOI：

  10.1246/bcsj.65.430