3-((E)-2-{4-[Ethyl-(2-methoxymethoxy-ethyl)-amino]-phenyl}-vinyl)-2-(2-hydroxy-ethyl)-5,5-dimethyl-cyclohex-2-enone | 885691-42-9

• 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-enone
• 英文别名: 3-[(E)-2-[4-[ethyl-[2-(methoxymethoxy)ethyl]amino]phenyl]ethenyl]-2-(2-hydroxyethyl)-5,5-dimethylcyclohex-2-en-1-one
• CAS: 885691-42-9
• 化学式: C₂₄H₃₅NO₄
• 分子量: 401.546
• InChiKey: SFYRHEFIXFEXNG-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  5

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-enone 在 二异丁基氢化铝 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 5.84h， 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：

  N-ethyl-N-[2-(methoxymethyl)oxyethyl]-4-formylaniline 、 2-(2-Hydroxy-ethyl)-3,5,5-trimethyl-cyclohex-2-enone 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以50%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-enone
  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.