5-[(E)-2-(3,5-dihexoxyphenyl)ethenyl]benzene-1,3-diol | 190371-65-4

• 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: 5-[(E)-2-(3,5-dihexoxyphenyl)ethenyl]benzene-1,3-diol
• CAS: 190371-65-4
• 化学式: C₂₆H₃₆O₄
• 分子量: 412.569
• InChiKey: BLMFXZMNAVCWQV-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  30
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  方酸 、 5-[(E)-2-(3,5-dihexoxyphenyl)ethenyl]benzene-1,3-diol 以 甲苯 、 正丁醇 为溶剂， 反应 2.0h， 以16%的产率得到(E,E)-bis[4-[2-(3,5-bis(hexyloxy)phenyl)ethenyl]-2,6-dihydroxyphenyl]squaraine
  参考文献：
  名称：

  Extension of the Squaraine Chromophore in Symmetrical Bis(stilbenyl)squaraines

  摘要：

  The bis(stilbenyl)squaraines 6d-j,d',j' represent a novel class of NIR pigments. Their synthesis was performed by the regioselective 2-fold condensation of highly nucleophilic 3,5-dihydroxystilbenes 4d-j,d'j' with squaric acid (5). Depending on the substitution with alkoxy groups, the absorption maxima range in solution from 680 to 735 nm. Reflexion measurements in the solid state reveal an exciton splitting with maxima at about 670 and 1000 nm.

  DOI：

  10.1021/jo970284e
• 作为产物：
  描述：

  methyl 3,5-bis(hexyloxy)benzoate 在 lithium aluminium tetrahydride 、 正丁基锂 、 sodium methylate 、 二苯基膦 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成 5-[(E)-2-(3,5-dihexoxyphenyl)ethenyl]benzene-1,3-diol
  参考文献：
  名称：

  Extension of the Squaraine Chromophore in Symmetrical Bis(stilbenyl)squaraines

  摘要：

  The bis(stilbenyl)squaraines 6d-j,d',j' represent a novel class of NIR pigments. Their synthesis was performed by the regioselective 2-fold condensation of highly nucleophilic 3,5-dihydroxystilbenes 4d-j,d'j' with squaric acid (5). Depending on the substitution with alkoxy groups, the absorption maxima range in solution from 680 to 735 nm. Reflexion measurements in the solid state reveal an exciton splitting with maxima at about 670 and 1000 nm.

  DOI：

  10.1021/jo970284e

文献信息

• Extension of the Squaraine Chromophore in Symmetrical Bis(stilbenyl)squaraines
  作者：Herbert Meier、Uta Dullweber

  DOI：10.1021/jo970284e

  日期：1997.7.1

  The bis(stilbenyl)squaraines 6d-j,d',j' represent a novel class of NIR pigments. Their synthesis was performed by the regioselective 2-fold condensation of highly nucleophilic 3,5-dihydroxystilbenes 4d-j,d'j' with squaric acid (5). Depending on the substitution with alkoxy groups, the absorption maxima range in solution from 680 to 735 nm. Reflexion measurements in the solid state reveal an exciton splitting with maxima at about 670 and 1000 nm.