[3-((E)-2-{4-[Ethyl-(2-methoxymethoxy-ethyl)-amino]-phenyl}-vinyl)-2-(2-hydroxy-ethyl)-5,5-dimethyl-cyclohex-2-en-(E)-ylidene]-acetonitrile | 885691-44-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [3-((E)-2-{4-[Ethyl-(2-methoxymethoxy-ethyl)-amino]-phenyl}-vinyl)-2-(2-hydroxy-ethyl)-5,5-dimethyl-cyclohex-2-en-(E)-ylidene]-acetonitrile
• CAS: 885691-44-1
• 化学式: C₂₆H₃₆N₂O₃
• 分子量: 424.583
• InChiKey: VQCQIWUNYDBBBG-HJEIRYQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  31.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  65.72
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [3-((E)-2-{4-[Ethyl-(2-methoxymethoxy-ethyl)-amino]-phenyl}-vinyl)-2-(2-hydroxy-ethyl)-5,5-dimethyl-cyclohex-2-en-(E)-ylidene]-acetonitrile 在 二异丁基氢化铝 、 silica gel 作用下， 以 正己烷 、 甲苯 、 乙醚 为溶剂， 反应 3.0h， 以85%的产率得到[3-((E)-2-{4-[Ethyl-(2-methoxymethoxy-ethyl)-amino]-phenyl}-vinyl)-2-(2-hydroxy-ethyl)-5,5-dimethyl-cyclohex-2-en-(E)-ylidene]-acetaldehyde
  参考文献：
  名称：

  Facile Synthesis of Highly Efficient Phenyltetraene-Based Nonlinear Optical Chromophores for Electrooptics

  摘要：

  A facile synthetic route has been developed to convert an electron-rich, sterically hindered dialkylaminodienone into a conjugated dialkylaminotrienal with good yield. The derived dialkylaminotetraene-type nonlinear optical chromophores possess an all-trans conformation and can be functionalized with fluoro-dendron to provide proper shape modification for poling. Polymers doped with two examples of these chromophores in high concentrations have been poled to afford ultra-large electrooptic coefficients (r(33)) of 208 and 262 pm/N, respectively, at the measuring wavelength of 1.31 mu m.

  DOI：

  10.1021/ol060178b
• 作为产物：
  描述：

  [3-((E)-2-{4-[Ethyl-(2-methoxymethoxy-ethyl)-amino]-phenyl}-vinyl)-1-hydroxy-2-(2-hydroxy-ethyl)-5,5-dimethyl-cyclohex-2-enyl]-acetonitrile 在 溶剂黄146 作用下， 反应 2.67h， 以75%的产率得到[3-((E)-2-{4-[Ethyl-(2-methoxymethoxy-ethyl)-amino]-phenyl}-vinyl)-2-(2-hydroxy-ethyl)-5,5-dimethyl-cyclohex-2-en-(E)-ylidene]-acetonitrile
  参考文献：
  名称：

  Facile Synthesis of Highly Efficient Phenyltetraene-Based Nonlinear Optical Chromophores for Electrooptics

  摘要：

  A facile synthetic route has been developed to convert an electron-rich, sterically hindered dialkylaminodienone into a conjugated dialkylaminotrienal with good yield. The derived dialkylaminotetraene-type nonlinear optical chromophores possess an all-trans conformation and can be functionalized with fluoro-dendron to provide proper shape modification for poling. Polymers doped with two examples of these chromophores in high concentrations have been poled to afford ultra-large electrooptic coefficients (r(33)) of 208 and 262 pm/N, respectively, at the measuring wavelength of 1.31 mu m.

  DOI：

  10.1021/ol060178b