1,4-bis[3-(2-amino-1,3,4-thiadiazole-5-methylenethio)-1,2,4-triazole-5-yl]phenyl | 1188511-36-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,4-bis[3-(2-amino-1,3,4-thiadiazole-5-methylenethio)-1,2,4-triazole-5-yl]phenyl
• CAS: 1188511-36-5
• 化学式: C₁₆H₁₄N₁₂S₄
• 分子量: 502.632
• InChiKey: LITFAXJYHYYJGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.71
• 重原子数：
  32.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  186.74
• 氢给体数：
  4.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  1,4-bis[3-(2-amino-1,3,4-thiadiazole-5-methylenethio)-1,2,4-triazole-5-yl]phenyl 、 4-丁氧基苯甲醛 在 溶剂黄146 作用下， 反应 2.0h， 生成 1-(4-butoxyphenyl)-N-[5-[[5-[4-[3-[[5-[(4-butoxyphenyl)methylideneamino]-1,3,4-thiadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-yl]phenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3,4-thiadiazol-2-yl]methanimine
  参考文献：
  名称：

  Synthesis and Mesomorphic Behavior of Some Novel Compounds Containing 1,3,4-Thiadiazole and 1,2,4-Triazole Rings

  摘要：

  Two new mesogenic homologous series of liquid crystalline compounds containing 1,2,4-triazole and 1,3,4-thiadiazole in the molecule viz. 1,4-bis{3-[2-(4-alkoxy-benzelideneamino)-1,3,4-thiadiazole-5-ethylenethio] 1,2,4-triazole-5-yl} phenyl and 5-(4-methoxyphenyl)-3-[2-(4-n-xybenzelidenamino)-1,3,4-thiadiazole-5-methylenethio]-1,2,4-triazole were synthesized by many step procedures. Both series have been characterized by elemental analysis, FT-IR, mass spectrometry, H-1-NMR, and C-13-NMR. Phase transition temperature and the thermal parameters were obtained from differential scanning calorimetery (DSC). The texture observations were performed under hot-stage polarizing optical microscopy (POM). All compounds of the first series exhibited an enantiotropic nematic mesophase. The first compound of the second series exhibited an enantiotropic nematic mesophase, and that with propyloxy terminal substituent shows one enantiotropic nematic phase on heating and a monotropic smectic A (SmA) phase on cooling, while the last two homologues exhibit a monotropic SmA phase. In contrast, the compound with an ethoxy terminal substituent does not show any liquid crystalline properties. The mesomorphic behavior has been analyzed in terms of structural property relationship.

  DOI：

  10.1080/15421400802697160
• 作为产物：
  描述：

  氨基硫脲 、 2,2'-<(1,4-phenylene)bis<5,2-(1H-1,2,4-triazolediyl)thio>>bisacetic acid 在 三氯氧磷 作用下， 反应 48.0h， 以65%的产率得到1,4-bis[3-(2-amino-1,3,4-thiadiazole-5-methylenethio)-1,2,4-triazole-5-yl]phenyl
  参考文献：
  名称：

  Synthesis and Mesomorphic Behavior of Some Novel Compounds Containing 1,3,4-Thiadiazole and 1,2,4-Triazole Rings

  摘要：

  Two new mesogenic homologous series of liquid crystalline compounds containing 1,2,4-triazole and 1,3,4-thiadiazole in the molecule viz. 1,4-bis{3-[2-(4-alkoxy-benzelideneamino)-1,3,4-thiadiazole-5-ethylenethio] 1,2,4-triazole-5-yl} phenyl and 5-(4-methoxyphenyl)-3-[2-(4-n-xybenzelidenamino)-1,3,4-thiadiazole-5-methylenethio]-1,2,4-triazole were synthesized by many step procedures. Both series have been characterized by elemental analysis, FT-IR, mass spectrometry, H-1-NMR, and C-13-NMR. Phase transition temperature and the thermal parameters were obtained from differential scanning calorimetery (DSC). The texture observations were performed under hot-stage polarizing optical microscopy (POM). All compounds of the first series exhibited an enantiotropic nematic mesophase. The first compound of the second series exhibited an enantiotropic nematic mesophase, and that with propyloxy terminal substituent shows one enantiotropic nematic phase on heating and a monotropic smectic A (SmA) phase on cooling, while the last two homologues exhibit a monotropic SmA phase. In contrast, the compound with an ethoxy terminal substituent does not show any liquid crystalline properties. The mesomorphic behavior has been analyzed in terms of structural property relationship.

  DOI：

  10.1080/15421400802697160