2-(4-bromophenyl)-5-(decyloxyphenyl)-1,3,4-thiadiazole | 1244021-57-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-bromophenyl)-5-(decyloxyphenyl)-1,3,4-thiadiazole
• 英文别名: 2-(4-Bromophenyl)-5-(4-decoxyphenyl)-1,3,4-thiadiazole；2-(4-bromophenyl)-5-(4-decoxyphenyl)-1,3,4-thiadiazole
• CAS: 1244021-57-5
• 化学式: C₂₄H₂₉BrN₂OS
• 分子量: 473.477
• InChiKey: AGTXRHCZGBFLEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-bromophenyl)-5-(decyloxyphenyl)-1,3,4-thiadiazole 、 4-甲硫基苯硼酸 在 potassium fluoride dihydrate 、 palladium diacetate 作用下， 反应 0.01h， 生成 2-[4'-(methylthio)biphenyl-4-yl]-5-(4-decyloxyphenyl)-1,3,4-thiadiazole
  参考文献：
  名称：

  Synthesis, crystal structures, mesomorphic and photo-luminescent properties of 1,3,4-thia(oxa)diazole-based compounds with a terminal methoxy or methylthio group

  摘要：

  A series of aromatically 2,5-disubstituted 1,3,4-thia(oxa)diazoles with a terminal methoxy or methylthio group were synthesized and characterized by means of (1)H NMR, (13)C NMR, MS and elemental analysis. The X-ray crystal structures of compounds 1a and 3b revealed that both of them adopted layered arrangement without short intermolecular interactions. The liquid crystal properties have been investigated by means of polarizing optical microscopy (POM), differential scanning calorimetry (DSC), variable temperature X-ray diffraction (VXRD) and thermogravimetric analysis (TGA). All compounds (except 2a and 2b) exhibited various mesophases (nematic, smectic C and/or smectic A) with wide temperature ranges and good thermal stability. In CH(2)Cl(2) solution, all these compounds displayed a room temperature emission with lambda(max) at 371-425 nm and quantum yields of 0.25-0.83. The effect of the sulfur and oxygen atoms on mesomorphic and photo-luminescent properties was discussed according to the positions in the central heterocyclic rings and the terminal groups. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2009.08.025

文献信息

• Synthesis, crystal structures, mesomorphic and photo-luminescent properties of 1,3,4-thia(oxa)diazole-based compounds with a terminal methoxy or methylthio group
  作者：Jie Han、Xiao-Yong Chang、Yan-Mei Wang、Mei-Li Pang、Ji-Ben Meng

  DOI：10.1016/j.molstruc.2009.08.025

  日期：2009.11

  A series of aromatically 2,5-disubstituted 1,3,4-thia(oxa)diazoles with a terminal methoxy or methylthio group were synthesized and characterized by means of (1)H NMR, (13)C NMR, MS and elemental analysis. The X-ray crystal structures of compounds 1a and 3b revealed that both of them adopted layered arrangement without short intermolecular interactions. The liquid crystal properties have been investigated by means of polarizing optical microscopy (POM), differential scanning calorimetry (DSC), variable temperature X-ray diffraction (VXRD) and thermogravimetric analysis (TGA). All compounds (except 2a and 2b) exhibited various mesophases (nematic, smectic C and/or smectic A) with wide temperature ranges and good thermal stability. In CH(2)Cl(2) solution, all these compounds displayed a room temperature emission with lambda(max) at 371-425 nm and quantum yields of 0.25-0.83. The effect of the sulfur and oxygen atoms on mesomorphic and photo-luminescent properties was discussed according to the positions in the central heterocyclic rings and the terminal groups. (C) 2009 Elsevier B.V. All rights reserved.