2-hexoxy-4-[(E)-2-(2-hexoxy-5-methoxyphenyl)ethenyl]-5-methoxybenzaldehyde | 1293393-88-0

• 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: 2-hexoxy-4-[(E)-2-(2-hexoxy-5-methoxyphenyl)ethenyl]-5-methoxybenzaldehyde
• CAS: 1293393-88-0
• 化学式: C₂₉H₄₀O₅
• 分子量: 468.634
• InChiKey: URGWPEDMUKETDG-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  34
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-hexoxy-4-[(E)-2-(2-hexoxy-5-methoxyphenyl)ethenyl]-5-methoxybenzaldehyde 、 diisopropyl 4-methylbenzyl phosphonate 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以81%的产率得到(E,E)-1'-hexyloxy-5'-(2''-hexyloxy-5''-methoxystyryl)-4'-methoxy-2'-(4-methylstyryl)benzene
  参考文献：
  名称：

  Synthesis and Fluorescence Characterization of MEHPPV Oligomers

  摘要：

  Trimer, tetramer, and pentamer oligomers based on the polymer backbone structure of poly[2-methoxy-5-(2'-ethylhexyloxy)-1,4-phenylenevinylene] (MEHPPV) have been synthesized by Horner-Wadsworth-Emmons reactions. The fluorescence spectra, emission quantum yields, and lifetimes of the oligomers have been characterized in dilute chloroform solutions. The oligomers exhibit a sequential increase in absorption and emission wavelength maxima and a decrease in fluorescence lifetime as the pi conjugation length is increased. The shortening in excited state lifetime is shown to be due to an increase in the rates of both radiative and nonradiative processes. The absence of a mirror-image relationship for the absorption and fluorescence spectra of the oligomers is attributed to the photoexcitation of a range of torsional configurations followed by relaxation to a more planar arrangement that then emits.

  DOI：

  10.1021/jo200336m
• 作为产物：
  描述：

  1-Bromo-4-(chloromethyl)-2-hexoxy-5-methoxybenzene 在 正丁基锂 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 23.17h， 生成 2-hexoxy-4-[(E)-2-(2-hexoxy-5-methoxyphenyl)ethenyl]-5-methoxybenzaldehyde
  参考文献：
  名称：

  Synthesis and Fluorescence Characterization of MEHPPV Oligomers

  摘要：

  Trimer, tetramer, and pentamer oligomers based on the polymer backbone structure of poly[2-methoxy-5-(2'-ethylhexyloxy)-1,4-phenylenevinylene] (MEHPPV) have been synthesized by Horner-Wadsworth-Emmons reactions. The fluorescence spectra, emission quantum yields, and lifetimes of the oligomers have been characterized in dilute chloroform solutions. The oligomers exhibit a sequential increase in absorption and emission wavelength maxima and a decrease in fluorescence lifetime as the pi conjugation length is increased. The shortening in excited state lifetime is shown to be due to an increase in the rates of both radiative and nonradiative processes. The absence of a mirror-image relationship for the absorption and fluorescence spectra of the oligomers is attributed to the photoexcitation of a range of torsional configurations followed by relaxation to a more planar arrangement that then emits.

  DOI：

  10.1021/jo200336m