[4-[(6-Nitro-1,3-benzothiazol-2-yl)diazenyl]phenyl] 4-heptoxybenzoate | 1187221-49-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: [4-[(6-Nitro-1,3-benzothiazol-2-yl)diazenyl]phenyl] 4-heptoxybenzoate
• 英文别名: [4-[(6-nitro-1,3-benzothiazol-2-yl)diazenyl]phenyl] 4-heptoxybenzoate
• CAS: 1187221-49-3
• 化学式: C₂₇H₂₆N₄O₅S
• 分子量: 518.593
• InChiKey: JRELXIUAZZBPIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  147
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2-(4'-hydroxyphenylazo)-6-nitrobenzothiazole 、 4-庚氧基苯甲酰氯 在 吡啶 作用下， 生成 [4-[(6-Nitro-1,3-benzothiazol-2-yl)diazenyl]phenyl] 4-heptoxybenzoate
  参考文献：
  名称：

  Mesogenic Benzothiazole Derivatives with a Polar Nitro Substituent

  摘要：

  Two new mesogenic homologous series containing 6-nitrobenzothiazole moiety at the terminus of the molecule, viz 2-(4'-n-alkoxyphenylazo)-6-nitrobenzothiazoles and 2-[4'-(4 ''-n alkoxybenzoyloxy)phenylazo]-6-nitrobenzothiazoles were synthesized. The molecular structures of these new compounds of both the series have been characterized by elemental analysis, FTIR, and NMR spectral studies. The mesomorphic behavior has been studied using mainly polarized microscopy and in some cases differential scanning calorimetry as well. All the nine compounds of the series I are mesogenic and exhibit only the smectic A mesophase. In series II, all the twelve members synthesized exhibit enantiotropic mesomorphism. This series exhibits enantiotropic nematic mesophase from methoxy to n-heptyloxy derivatives. The smectic C mesophase commences from methoxy derivative, and persist up to n-butyloxy derivative, whereas the smectic A mesophase enters from the n-butyloxy derivative, and remains up to the last member synthesized. The mesomorphic properties of the present series are compared with other structurally related series to evaluate the effect of the benzothiazole ring and the polar nitro substituent on mesomorphism.

  DOI：

  10.1080/15421400802697616