trans-4-n-octyloxy-3'-stilbazole | 204987-36-0

• 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-octyloxy-3'-stilbazole
• 英文别名: 3-[(E)-2-(4-octoxyphenyl)ethenyl]pyridine
• CAS: 204987-36-0
• 化学式: C₂₁H₂₇NO
• 分子量: 309.451
• InChiKey: WASOXPYPDGSSJZ-ZHACJKMWSA-N

物化性质

• 沸点：
  447.5±14.0 °C(Predicted)
• 密度：
  1.013±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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-octyloxy-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-octyloxy-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：

  对辛烷氧基苯甲醇 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-octyloxy-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

文献信息

• Positional and Charged Effects of Heterocyclic N Atoms on Mesogenic Properties of Stilbazoles and Analogous N-Oxides
  作者：Hong-Cheu Lin、Long-Li Lai、Yu-Sheng Lin、Chiitang Tsai、Rong-Chi Chen

  DOI：10.1080/10587250008031032

  日期：2000.2

  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.