4-octyloxyphenyl 2-hydroxy-4-octyloxyphenylcarboxylate | 165686-76-0

• 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-octyloxyphenyl 2-hydroxy-4-octyloxyphenylcarboxylate
• 英文别名: (4-Octoxyphenyl) 2-hydroxy-4-octoxybenzoate
• CAS: 165686-76-0
• 化学式: C₂₉H₄₂O₅
• 分子量: 470.649
• InChiKey: RQBNBBZNSQVMHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  34
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-octyloxyphenyl 2-hydroxy-4-octyloxyphenylcarboxylate 、 (R)-2,2'-bis(6-carboxyhexyloxy)-1,1'-binaphthyl 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 7.0h， 以55%的产率得到(R)-2,2'-bis{6-[2-(4-octyloxyphenyloxycarbonyl)-5-octyloxyphenyloxycarbonyl]hexyloxy}-1,1'-binaphthyl
  参考文献：
  名称：

  Twisting Power of a Novel Binaphthyl Derivative Possessing Laterally Attached Mesogenic Units

  摘要：

  We prepared a novel binaphthyl derivative possessing laterally attached mesogenic units, (R)-2, 2'-bis{6-[2-(4-octyloxyphenyloxycarbonyloxy)-5-octyloxyphenyloxycarbonyl]hexyloxy}-1,1'-binaphthyl [(R)-1], and that possessing terminally attached mesogenic units, (R)-2, 2'-bis{6-[4-(4-octyloxyphenyloxycarbonyl)phenyloxycarbonyl]hexyloxy}-1, 1'-binaphthyl [(R)-2]. We investigated their induced helical senses and pitches in the chiral nematic (N*) and chiral smectic C (SmC*) phases in the mixture with a host liquid crystal. (R)-1 induced a left-handed (LH) helix in the N* phase, whereas (R)-2 induced a right-handed (RH) helix. We discuss chirality transfer from each binaphthyl derivative to a host liquid crystal.

  DOI：

  10.1080/15421400903065663
• 作为产物：
  描述：

  1-溴辛烷 、 2,4-二羟基苯甲酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 13.0h， 生成 4-octyloxyphenyl 2-hydroxy-4-octyloxyphenylcarboxylate
  参考文献：
  名称：

  Twisting Power of a Novel Binaphthyl Derivative Possessing Laterally Attached Mesogenic Units

  摘要：

  We prepared a novel binaphthyl derivative possessing laterally attached mesogenic units, (R)-2, 2'-bis{6-[2-(4-octyloxyphenyloxycarbonyloxy)-5-octyloxyphenyloxycarbonyl]hexyloxy}-1,1'-binaphthyl [(R)-1], and that possessing terminally attached mesogenic units, (R)-2, 2'-bis{6-[4-(4-octyloxyphenyloxycarbonyl)phenyloxycarbonyl]hexyloxy}-1, 1'-binaphthyl [(R)-2]. We investigated their induced helical senses and pitches in the chiral nematic (N*) and chiral smectic C (SmC*) phases in the mixture with a host liquid crystal. (R)-1 induced a left-handed (LH) helix in the N* phase, whereas (R)-2 induced a right-handed (RH) helix. We discuss chirality transfer from each binaphthyl derivative to a host liquid crystal.

  DOI：

  10.1080/15421400903065663