6-N,N-dibutylamino-1-hydroxymethylnaphthalene | 591253-39-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-N,N-dibutylamino-1-hydroxymethylnaphthalene
• 英文别名: [6-(Dibutylamino)naphthalen-1-YL]methanol
• CAS: 591253-39-3
• 化学式: C₁₉H₂₇NO
• 分子量: 285.429
• InChiKey: LLDOZQMAZXHMGQ-UHFFFAOYSA-N

物化性质

• 沸点：
  456.3±25.0 °C(Predicted)
• 密度：
  1.040±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-N,N-dibutylamino-1-hydroxymethylnaphthalene 在 三溴化磷 作用下， 以13.2 g的产率得到1-bromomethyl-6-N,N-dibutylaminonaphthalene
  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-N,N-二丁基萘-2-胺 在 吡啶 、 sodium hydroxide 、 lithium aluminium tetrahydride 作用下， 以 乙醚 、 戊醇 为溶剂， 反应 144.0h， 生成 6-N,N-dibutylamino-1-hydroxymethylnaphthalene
  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

文献信息

• OPTIMIZED DETERMINATION OF VOLTAGE CHANGES USING A VOLTAGE-SENSITIVE DYE
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：EP1644722A1

  公开（公告）日：2006-04-12
• Optimized Determination of Voltage Changes Using a Voltage-Sensitive Dye
  申请人：Kuhn Bernd

  公开号：US20080122428A1

  公开（公告）日：2008-05-29

  The present invention relates to a method of determining voltage changes, e.g. in cell membranes, by means of a voltage-sensitive dye.
• [EN] OPTIMIZED DETERMINATION OF VOLTAGE CHANGES USING A VOLTAGE-SENSITIVE DYE<br/>[FR] DETERMINATION OPTIMISEE DE CHANGEMENT DE TENSIONS UTILISANT UN COLORANT SENSIBLE A LA TENSION
  申请人：MAX PLANCK GESELLSCHAFT

  公开号：WO2005001448A1

  公开（公告）日：2005-01-06

  The present invention relates to a method of determining voltage changes, e.g. in cell membranes, by means of a voltage-sensitive dye.
• Anellated Hemicyanine Dyes with Large Symmetrical Solvatochromism of Absorption and Fluorescence
  作者：Gerd Hübener、Armin Lambacher、Peter Fromherz

  DOI：10.1021/jp0345809

  日期：2003.8.1

  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.