4-n-octyloxy-2,3,5,6-tetrafluorobiphenyl-4'-methanol | 176967-74-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-n-octyloxy-2,3,5,6-tetrafluorobiphenyl-4'-methanol
• CAS: 176967-74-1
• 化学式: C₂₁H₂₄F₄O₂
• 分子量: 384.414
• InChiKey: UXFMVARVNMRYDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.14
• 重原子数：
  27.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4-n-octyloxy-2,3,5,6-tetrafluorobiphenyl-4'-methanol 在 potassium permanganate 、 sodium carbonate 、 4-吡咯烷基吡啶 、 2,3-二脱氧胞啶 作用下， 以 1,4-二氧六环 、 乙醚 、 水 为溶剂， 反应 108.0h， 生成 4-<(s)-2-methylbutoxycarbonyl>phenyl 4'-n-octyloxy-2',3',5',6'-tetrafluorobiphenyl-4'-carboxylate
  参考文献：
  名称：

  Synthesis and Phase-transition of 4-alkoxycarbonylphenyl 4′-n-alkoxy-2,3,5, 6-tetrafluorobiphenyl-4-carboxylates

  摘要：

  Two new homologous series of compounds containing symmetrically tetrafluorinated phenyl units, 4-[(s)-2-methylbutoxycarbonyl]phenyl and 4-n-pentyloxyphenyl 4'-n-alkoxy-2,3,5,6-tetrafluorobiphenyl-4-carboxylates (n=5-10) have been synthesized from 1-pentafluorophenyl-2-trimethylsilylacetylene as a starting material, and studied by thermal polarizing microscopy. The members of the chiral series display enantiotropic cholesteric and monotropic smectic C (S-C*) phases for n=5-9, and the homolog of n=10 shows enantiotropic smectic C (S-C*), smectic A and cholesteric phases. However, the homologs of the achiral series exhibit enantiotropic nematic and smectic A phases for n=5,7,8 and 9, and the member of n=6 displays only a nematic phase, whereas the homolog of n=10 shows enantiotropic smectic A and monotropic smectic C phases. 4-[(s)-2-methylbutoxycarbonyl]phenyl 4'-n-octyloxy-2',3',5',6'-tetra-fluorobiphenyl-4-carboxylate has also been prepared and found not to be thermotropic mesogen. It is showed by comparison that the symmetrical tetrafluorination of biphenyl has a destabilizing effect on the mesophase, and the effect differs at the different substituted positions.

  DOI：

  10.1080/10587259608034059
• 作为产物：
  描述：

  4'-bromomethyl-4-n-octyloxy-2,3,5,6-tetrafluorobiphenyl 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 10.0h， 以75%的产率得到4-n-octyloxy-2,3,5,6-tetrafluorobiphenyl-4'-methanol
  参考文献：
  名称：

  Synthesis and Phase-transition of 4-alkoxycarbonylphenyl 4′-n-alkoxy-2,3,5, 6-tetrafluorobiphenyl-4-carboxylates

  摘要：

  Two new homologous series of compounds containing symmetrically tetrafluorinated phenyl units, 4-[(s)-2-methylbutoxycarbonyl]phenyl and 4-n-pentyloxyphenyl 4'-n-alkoxy-2,3,5,6-tetrafluorobiphenyl-4-carboxylates (n=5-10) have been synthesized from 1-pentafluorophenyl-2-trimethylsilylacetylene as a starting material, and studied by thermal polarizing microscopy. The members of the chiral series display enantiotropic cholesteric and monotropic smectic C (S-C*) phases for n=5-9, and the homolog of n=10 shows enantiotropic smectic C (S-C*), smectic A and cholesteric phases. However, the homologs of the achiral series exhibit enantiotropic nematic and smectic A phases for n=5,7,8 and 9, and the member of n=6 displays only a nematic phase, whereas the homolog of n=10 shows enantiotropic smectic A and monotropic smectic C phases. 4-[(s)-2-methylbutoxycarbonyl]phenyl 4'-n-octyloxy-2',3',5',6'-tetra-fluorobiphenyl-4-carboxylate has also been prepared and found not to be thermotropic mesogen. It is showed by comparison that the symmetrical tetrafluorination of biphenyl has a destabilizing effect on the mesophase, and the effect differs at the different substituted positions.

  DOI：

  10.1080/10587259608034059