trans-4-n-dodecyloxy-3'-stilbazole | 204987-38-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: trans-4-n-dodecyloxy-3'-stilbazole
• 英文别名: 3-[(E)-2-(4-dodecoxyphenyl)ethenyl]pyridine
• CAS: 204987-38-2
• 化学式: C₂₅H₃₅NO
• 分子量: 365.559
• InChiKey: MQJANPNQDINXTG-CCEZHUSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-4-n-dodecyloxy-3'-stilbazole 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 trans-4-n-dodecyloxy-3'-stilbazole N-oxide
  参考文献：
  名称：

  Positional and Charged Effects of Heterocyclic N Atoms on Mesogenic Properties of Stilbazoles and Analogous N-Oxides

  摘要：

  The synthesis and the phase behavior of stilbazoles and corresponding N-oxides containing different positions of heterocyclic N atoms, i.e. trans-2'-, 3'-, 4'- stilbazoles and their N-oxides, are reported. Their phase transition temperatures and the mesogenic behavior were investigated through the DSC, polarizing optical microscope and X-ray diffraction (XRD) measurements. Increasing dipole moments by oxidation of stilbazoles to analogous N-oxides induces the S-A phase with an interdigitated bilayer packing. Both 2'-stilbazoles and analogous N-oxides do not possess mesogenic phases, which may be due that pi electron polarizabilities an reduced by the molecular twist originated from dipoles along the ortho-direction. Besides, the positonal effects of the N-oxides on mesogenic properties are more distinct than those of analogous stilbazoles, and new mesogenic phases have been generated by tuning the position of the N-oxide function in the charged liquid crystals. Consequently, unique mesogenic properties may he introduced through adjusting the dipolar direction and strength of the heterocyclic atoms in the molecules.

  DOI：

  10.1080/10587250008031032
• 作为产物：
  描述：

  p-(dodecyloxy)benzyl alcohol 在 三溴化磷 、 乙醇锂 作用下， 以 乙醚 、 乙醇 、 xylene 为溶剂， 反应 0.5h， 生成 trans-4-n-dodecyloxy-3'-stilbazole
  参考文献：
  名称：

  Positional and Charged Effects of Heterocyclic N Atoms on Mesogenic Properties of Stilbazoles and Analogous N-Oxides

  摘要：

  The synthesis and the phase behavior of stilbazoles and corresponding N-oxides containing different positions of heterocyclic N atoms, i.e. trans-2'-, 3'-, 4'- stilbazoles and their N-oxides, are reported. Their phase transition temperatures and the mesogenic behavior were investigated through the DSC, polarizing optical microscope and X-ray diffraction (XRD) measurements. Increasing dipole moments by oxidation of stilbazoles to analogous N-oxides induces the S-A phase with an interdigitated bilayer packing. Both 2'-stilbazoles and analogous N-oxides do not possess mesogenic phases, which may be due that pi electron polarizabilities an reduced by the molecular twist originated from dipoles along the ortho-direction. Besides, the positonal effects of the N-oxides on mesogenic properties are more distinct than those of analogous stilbazoles, and new mesogenic phases have been generated by tuning the position of the N-oxide function in the charged liquid crystals. Consequently, unique mesogenic properties may he introduced through adjusting the dipolar direction and strength of the heterocyclic atoms in the molecules.

  DOI：

  10.1080/10587250008031032