tetraethyl ((2,5-dipropoxy-1,4-phenylene)bis(methylene))bis(phosphonate) | 181711-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tetraethyl ((2,5-dipropoxy-1,4-phenylene)bis(methylene))bis(phosphonate)
• 英文别名: 1,4-bis(diethoxyphosphorylmethyl)-2,5-dipropoxybenzene
• CAS: 181711-79-5
• 化学式: C₂₂H₄₀O₈P₂
• 分子量: 494.502
• InChiKey: JHUQJBKZSURSGN-UHFFFAOYSA-N

物化性质

• 沸点：
  584.3±50.0 °C(predicted)
• 密度：
  1.119±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32.0
• 可旋转键数：
  18.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  89.52
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tetraethyl ((2,5-dipropoxy-1,4-phenylene)bis(methylene))bis(phosphonate) 、 (E,E)-4-[4-(2,5-Dipropoxystyryl)-2,5-dipropoxystyryl]-2,5-dipropoxybenzaldehyde 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以49%的产率得到1,4-bis[(E)-2-[4-[(E)-2-[4-[(E)-2-(2,5-dipropoxyphenyl)ethenyl]-2,5-dipropoxyphenyl]ethenyl]-2,5-dipropoxyphenyl]ethenyl]-2,5-dipropoxybenzene
  参考文献：
  名称：

  Stalmach, Ulf; Kolshorn, Heinz; Brehm, Isabella, Liebigs Annalen, 1996, # 9, p. 1449 - 1456

  摘要：

  DOI：
• 作为产物：
  描述：

  1,4-二正丙氧基苯 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 生成 tetraethyl ((2,5-dipropoxy-1,4-phenylene)bis(methylene))bis(phosphonate)
  参考文献：
  名称：

  Stalmach, Ulf; Kolshorn, Heinz; Brehm, Isabella, Liebigs Annalen, 1996, # 9, p. 1449 - 1456

  摘要：

  DOI：

文献信息

• Structural Requirements for Palladium Catalyst Transfer on a Carbon–Carbon Double Bond
  作者：Masataka Nojima、Yoshihiro Ohta、Tsutomu Yokozawa

  DOI：10.1021/jacs.5b03113

  日期：2015.5.6

  Intramolecular transfer of (Bu3PPd)-Bu-t(0) on a carbon carbon double bond (C=C) was investigated by using Suzuki-Miyaura coupling reaction of dibromostilbenes with aryl boronic acid or boronic acid esters in the presence of various additives containing C=C as a model. Substituent groups at the ortho position of C=C of stilbenes are critical for selective intramolecular catalyst transfer and may serve to suppress formation of the bimolecular C=C-Pd-C=C complex that leads to intermolecular transfer of (Bu3PPd)-Bu-t(0).
• Stalmach, Ulf; Detert, Heiner, Journal fur Praktische Chemie (Weinheim), 2000, vol. 342, # 1, p. 10 - 16
  作者：Stalmach, Ulf、Detert, Heiner

  DOI：——

  日期：——
• Acidochromism of C ₂ ‐symmetrical aza‐analogues of 1,4‐distyrylbenzene
  作者：Heiner Detert、Oleg Sadovski、Erli Sugiono

  DOI：10.1002/poc.811

  日期：2004.11

  AbstractA series of C2‐symmetrical aza‐analogous 1,4‐distyrylbenzenes were synthesised via two‐fold PO‐activated olefinations or Heck reactions. Pyridine, pyrimidine and quinoline were used as terminal rings, and the 2,5‐positions of the central benzene ring were substituted with H, alkoxy, or alkylsulfonyl groups. These strongly fluorescent compounds are freely soluble in common solvents such as toluene or chloroform. Whereas the electronic spectra of the pyridine and pyrimidine chromophores were very similar to those of the parent compound 1,4‐distyrylbenzene, the spectra of the former were altered considerably in the presence of trifluoroacetic acid. Depending on the concentration of the acid, protonation of the ground state and/or the excited state caused bathochromic shifts of the absorption and the emission spectra, accompanied by reductions in the fluorescence efficiencies. Copyright © 2004 John Wiley & Sons, Ltd.