E/Z-2-(3-N,N-dibutylamino-1-naphthyl)vinylbenzyl methyl ether | 636580-65-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: E/Z-2-(3-N,N-dibutylamino-1-naphthyl)vinylbenzyl methyl ether
• CAS: 636580-65-9
• 化学式: C₂₈H₃₅NO
• 分子量: 401.592
• InChiKey: PDDKMIZQPCMKLG-UHFFFAOYSA-N

物化性质

• 沸点：
  545.1±19.0 °C(Predicted)
• 密度：
  1.048±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.56
• 重原子数：
  30.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.47
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  E/Z-2-(3-N,N-dibutylamino-1-naphthyl)vinylbenzyl methyl ether 以 二氯甲烷 为溶剂， 反应 20.0h， 以50%的产率得到2-N,N-dibutylamino-7-methoxymethylchrysene
  参考文献：
  名称：

  Anellated Hemicyanine Dyes with Large Symmetrical Solvatochromism of Absorption and Fluorescence

  摘要：

  A novel class of amphiphilic hemicyanine dyes is described where electron-pushing aniline and electron-pulling pyridinium are joined by anellated benzene rings. Enhancing the solvent polarity, the absorption band of these ANNINE dyes is shifted to the blue and the fluorescence band is shifted to the red at an invariant 00 energy. The increasing Stokes shift spans the whole visible spectrum. The divergent symmetrical solvatochromism of the positively charged chromophores is parametrized by a monopole-dipole model using a Born-Onsager-Marcus approach. From the intramolecular charge shift that is induced by electronic excitation, the linear Stark effect that is expected when the ANNINE dyes are used as voltage-sensitive probes in a biomembrane is estimated.

  DOI：

  10.1021/jp0345809
• 作为产物：
  描述：

  5-溴-2-萘胺 在 吡啶 、 sodium hydroxide 、 lithium aluminium tetrahydride 、 sodium methylate 、 三溴化磷 、 potassium carbonate 作用下， 以 甲醇 、 乙醚 、 戊醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 202.0h， 生成 E/Z-2-(3-N,N-dibutylamino-1-naphthyl)vinylbenzyl methyl ether
  参考文献：
  名称：

  Anellated Hemicyanine Dyes with Large Symmetrical Solvatochromism of Absorption and Fluorescence

  摘要：

  A novel class of amphiphilic hemicyanine dyes is described where electron-pushing aniline and electron-pulling pyridinium are joined by anellated benzene rings. Enhancing the solvent polarity, the absorption band of these ANNINE dyes is shifted to the blue and the fluorescence band is shifted to the red at an invariant 00 energy. The increasing Stokes shift spans the whole visible spectrum. The divergent symmetrical solvatochromism of the positively charged chromophores is parametrized by a monopole-dipole model using a Born-Onsager-Marcus approach. From the intramolecular charge shift that is induced by electronic excitation, the linear Stark effect that is expected when the ANNINE dyes are used as voltage-sensitive probes in a biomembrane is estimated.

  DOI：

  10.1021/jp0345809