4-(6-(dodecyloxy)benzo[d]oxazol-2-yl)phenol | 1050604-75-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(6-(dodecyloxy)benzo[d]oxazol-2-yl)phenol
• CAS: 1050604-75-5
• 化学式: C₂₅H₃₃NO₃
• 分子量: 395.542
• InChiKey: NFBXLURGODSJGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  29.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  55.49
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(6-(dodecyloxy)benzo[d]oxazol-2-yl)phenol 、 己二酰氯 在 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以72%的产率得到bis(4-(6-(dodecyloxy)benzo[d]oxazol-2-yl)phenyl) hexanedioate
  参考文献：
  名称：

  Symmetrical dimer liquid crystals derived from benzoxazoles

  摘要：

  A series of dimeric twin liquid crystals derived from symmetric heterocyclic benzoxazoles 1a-1f exhibiting single smectic C phase are reported. All benzoxazoles were prepared by condensation of 2-aminophenols with benzaldehydes and then followed by subsequent intramolecular cyclization. The mesomorphic properties were investigated by DSC and POM, and the structure of the mesophases was confirmed as smectic C phases by powder XRD. The formation of mesophases was attributed to the weak dipole force induced by donor-acceptor interaction (D-A). A monolayer conformation was proposed based on the powder XRD data. A value of aspect ratio d/l=0.80-0.92 was calculated from d-spacings and the molecular lengths. By contrast, the odd-even effects by a value of entropy changes Delta S-SmC -> I/R=2.00-6.50 showing odd-even effect for the transition of SmC -> I phases were also associated in twin system. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.001
• 作为产物：
  描述：

  4-(6-(dodecyloxy)benzo[d]oxazol-2-yl)phenyl acetate 在 氢氧化钾 、 水 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以93%的产率得到4-(6-(dodecyloxy)benzo[d]oxazol-2-yl)phenol
  参考文献：
  名称：

  Symmetrical dimer liquid crystals derived from benzoxazoles

  摘要：

  A series of dimeric twin liquid crystals derived from symmetric heterocyclic benzoxazoles 1a-1f exhibiting single smectic C phase are reported. All benzoxazoles were prepared by condensation of 2-aminophenols with benzaldehydes and then followed by subsequent intramolecular cyclization. The mesomorphic properties were investigated by DSC and POM, and the structure of the mesophases was confirmed as smectic C phases by powder XRD. The formation of mesophases was attributed to the weak dipole force induced by donor-acceptor interaction (D-A). A monolayer conformation was proposed based on the powder XRD data. A value of aspect ratio d/l=0.80-0.92 was calculated from d-spacings and the molecular lengths. By contrast, the odd-even effects by a value of entropy changes Delta S-SmC -> I/R=2.00-6.50 showing odd-even effect for the transition of SmC -> I phases were also associated in twin system. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.001