4-[3-(4-hydroxyphenyl)-1,2,4-oxadiazol-5-yl]phenyl 4-hexyl-benzoate | 1342883-62-8

• 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-[3-(4-hydroxyphenyl)-1,2,4-oxadiazol-5-yl]phenyl 4-hexyl-benzoate
• 英文别名: 4-[3-(4-hydroxyphenyl)-1,2,4-oxadiazol-5-yl]phenyl-4-hexylbenzoate
• CAS: 1342883-62-8
• 化学式: C₂₇H₂₆N₂O₄
• 分子量: 442.514
• InChiKey: BHMPGDVBWJGOPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.45
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  85.45
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-[3-(4-hydroxyphenyl)-1,2,4-oxadiazol-5-yl]phenyl 4-hexyl-benzoate 、 trans-4-Propylcyclohexanecarboxylic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以70%的产率得到4-{3-[4-(trans-4-n-propylcyclohexylcarbonyloxy)phenyl]-1,2,4-oxadiazol-5-yl}phenyl 4-hexylbenzoate
  参考文献：
  名称：

  Synthesis of non-symmetrically substituted 1,2,4-oxadiazole derived liquid crystals

  摘要：

  Non-symmetrically substituted 1,2,4-oxadiazole derived bent-core liquid crystals have been synthesized by a simple and straightforward synthetic method. All these compounds exhibit enantiotropic nematic phases over exceptionally wide temperature ranges. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.039
• 作为产物：
  描述：

  4-苯甲氧基苯甲腈 在 palladium 10% on activated carbon 、 盐酸羟胺 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙酸乙酯 为溶剂， 20.0~25.0 ℃ 、100.0 kPa 条件下， 反应 15.0h， 生成 4-[3-(4-hydroxyphenyl)-1,2,4-oxadiazol-5-yl]phenyl 4-hexyl-benzoate
  参考文献：
  名称：

  Synthesis of non-symmetrically substituted 1,2,4-oxadiazole derived liquid crystals

  摘要：

  Non-symmetrically substituted 1,2,4-oxadiazole derived bent-core liquid crystals have been synthesized by a simple and straightforward synthetic method. All these compounds exhibit enantiotropic nematic phases over exceptionally wide temperature ranges. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.039

文献信息

• Liquid-crystalline heterodimesogens and ABA-heterotrimesogens comprising a bent 3,5-diphenyl-1,2,4-oxadiazole central unit
  作者：Govindaswamy Shanker、Marko Prehm、Carsten Tschierske

  DOI：10.3762/bjoc.8.54

  日期：——

  dimesogens exhibit broad ranges of cybotactic nematic phases (N(cybA) and N(cybC)), in some cases accompanied by additional mesophases (CybA or SmC) at lower temperature. The combination of the 3,5-diphenyl-1,2,4-oxadiazole unit with one cyanobiphenyl core leads to the removal of tilted smectic and cybotactic nematic phases (SmC, N(cybC)), which are replaced by the nontilted CybA phases and nematic phases composed

  三种新型末端连接的ABA-异三聚体和异二聚体，由弯曲的3,5-二苯基-1,2,4-恶二唑中心单元和一或两个棒状4-氰基联苯核或一个2-苯基-1组成，合成了由柔性间隔物连接的 3,4-噻二唑核，并通过光学偏光显微镜 (PM)、差示扫描量热法 (DSC) 和 X 射线衍射 (XRD) 研究了它们的介晶行为。所有 dimesogens 都表现出广泛的细胞内向列相（N(cyBA) 和 N(cybC)），在某些情况下，在较低温度下还伴有额外的中间相（CyBA 或 SmC）。3,5-二苯基-1,2,4-恶二唑单元与一个氰基联苯核的组合导致倾斜的近晶相和胞内相向列相（SmC，N（cybC））的去除，它们被非倾斜的 CyBA 相和由 SmA 型簇 (N(cyBA)) 组成的向列相取代。弯曲核介晶的正交晶胞向列相对于实现正交型双轴向列相特别感兴趣。XRD 和光学观察区分了正交 (N(cyBA)) 和偏斜 (N(cybC))
• 1,2,4-Oxadiazole-Based Bent-Core Liquid Crystals with Cybotactic Nematic Phases
  作者：Govindaswamy Shanker、Marko Prehm、Mamatha Nagaraj、Jagdish K. Vij、Marvin Weyland、Alexey Eremin、Carsten Tschierske

  DOI：10.1002/cphc.201301070

  日期：2014.5.19

  AbstractSeveral series of bent‐core mesogens derived from 3,5‐diphenyl‐1,2,4‐oxadiazole with or without lateral groups and with different length terminal chains at both ends, and polycatenar molecules with three to six alkoxy chains are synthesized and their mesomorphic behaviour is investigated by polarizing microscopy, differential scanning calorimetry, X‐ray diffraction (XRD), dielectric, electro‐optical and second‐harmonic generation (SHG) experiments. Most compounds exhibit broad regions of skewed cybotactic nematic (NcybC) and tilted smectic (SmC) phases with a strong tilt of the aromatic cores (up to 63°), but non‐tilted SmA and NcybA phases are also observed for a compound that has only one terminal chain. The XRD patterns of the nematic phases of most of the compounds investigated indicate a 2D periodicity with short correlation length in the magnetically aligned samples. This is of importance for the general interpretation of the small‐angle XRD splitting patterns typically observed for aligned samples of bent‐core nematic phases. In most nematic phases one current peak is observed in the half period of an applied electric field, though no coherent signal is found in the SHG experiments. Based on additional electro‐optical and dielectric results, the nematic phases are considered to be cybotactic nematic phases with local polar order, and show a dielectric reorientation of the polar domains. Only chiral nematic phases (NcybC*), but not blue phases, are obtained for compounds with one or two chiral (3S)‐3,7‐dimethyloctyloxy tail(s).