2,5-bis-(4-hydroxy-2-methylphenyl)-1,3,4-oxadiazole | 1246173-87-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,5-bis-(4-hydroxy-2-methylphenyl)-1,3,4-oxadiazole
• CAS: 1246173-87-4
• 化学式: C₁₆H₁₄N₂O₃
• 分子量: 282.299
• InChiKey: BIOOLRRRJFCUJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  79.38
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-丁氧基-2-甲基苯甲酸 、 2,5-bis-(4-hydroxy-2-methylphenyl)-1,3,4-oxadiazole 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以55%的产率得到OC4-2MePh(2MeODBP)
  参考文献：
  名称：

  Towards Room Temperature Biaxial Nematics

  摘要：

  A series of new liquid crystalline compounds based on the 2,5-bis(p-hydroxyphenyl)-1,3,4-oxadiazole (ODBP) core was synthesized in an effort to access the biaxial nematic phase at low temperatures. Derivatives with secondary terminal alkoxy groups and derivatives with either two or four lateral methyl groups were prepared. Secondary alkoxy terminal groups either suppressed mesophase formation altogether or increased the nematic onset temperature relative to primary groups. The dimethylated derivatives showed significant reductions in the nematic onset temperatures compared to the previously reported unmethylated compounds. The tetramethylated analogs generally possessed low clearing temperatures, but exhibited only monotropic mesomorphism.

  DOI：

  10.1080/15421400903053826
• 作为产物：
  描述：

  2,5-bis-(4-methoxy-2-methylphenyl)-1,3,4-oxadiazole 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 15.25h， 以79%的产率得到2,5-bis-(4-hydroxy-2-methylphenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Towards Room Temperature Biaxial Nematics

  摘要：

  A series of new liquid crystalline compounds based on the 2,5-bis(p-hydroxyphenyl)-1,3,4-oxadiazole (ODBP) core was synthesized in an effort to access the biaxial nematic phase at low temperatures. Derivatives with secondary terminal alkoxy groups and derivatives with either two or four lateral methyl groups were prepared. Secondary alkoxy terminal groups either suppressed mesophase formation altogether or increased the nematic onset temperature relative to primary groups. The dimethylated derivatives showed significant reductions in the nematic onset temperatures compared to the previously reported unmethylated compounds. The tetramethylated analogs generally possessed low clearing temperatures, but exhibited only monotropic mesomorphism.

  DOI：

  10.1080/15421400903053826