[3-((E)-2-{4-[Ethyl-(2-methoxymethoxy-ethyl)-amino]-phenyl}-vinyl)-1-hydroxy-2-(2-hydroxy-ethyl)-5,5-dimethyl-cyclohex-2-enyl]-acetonitrile | 885691-43-0

• 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)-1-hydroxy-2-(2-hydroxy-ethyl)-5,5-dimethyl-cyclohex-2-enyl]-acetonitrile
• 英文别名: 2-[3-[(E)-2-[4-[ethyl-[2-(methoxymethoxy)ethyl]amino]phenyl]ethenyl]-1-hydroxy-2-(2-hydroxyethyl)-5,5-dimethylcyclohex-2-en-1-yl]acetonitrile
• CAS: 885691-43-0
• 化学式: C₂₆H₃₈N₂O₄
• 分子量: 442.599
• InChiKey: PCZBNIGBYALDOJ-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  86
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  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 二异丁基氢化铝 、 溶剂黄146 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 5.67h， 生成 [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：

  2-(2-Hydroxy-ethyl)-3,5,5-trimethyl-cyclohex-2-enone 在 sodium ethanolate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 0.17h， 生成 [3-((E)-2-{4-[Ethyl-(2-methoxymethoxy-ethyl)-amino]-phenyl}-vinyl)-1-hydroxy-2-(2-hydroxy-ethyl)-5,5-dimethyl-cyclohex-2-enyl]-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

文献信息

• Facile Synthesis of Highly Efficient Phenyltetraene-Based Nonlinear Optical Chromophores for Electrooptics
  作者：Jingdong Luo、Yen-Ju Cheng、Tae-Dong Kim、Steven Hau、Sei-Hum Jang、Zhengwei Shi、Xing-Hua Zhou、Alex K-Y. Jen

  DOI：10.1021/ol060178b

  日期：2006.3.1

  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.