bis(4-(benzyloxy)phenoxy)methane | 142746-15-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: bis(4-(benzyloxy)phenoxy)methane
• 英文别名: Bis[4-(benzyloxy)phenoxy]methane；1-phenylmethoxy-4-[(4-phenylmethoxyphenoxy)methoxy]benzene
• CAS: 142746-15-4
• 化学式: C₂₇H₂₄O₄
• 分子量: 412.485
• InChiKey: OEXNMTHLDASCGL-UHFFFAOYSA-N

物化性质

• 沸点：
  590.7±45.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(4-(benzyloxy)phenoxy)methane 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以96%的产率得到bis(4-hydroxyphenoxy)methane
  参考文献：
  名称：

  From para-dimethoxybenzene toward crown benzenophanes: 1,3,10,14-tetraoxa[3.5]paracyclophane

  摘要：

  The title compound tetraoxa[3.5]paracyclophane (6) has been prepared and studied in order to investigate the evolution of spectroscopic properties in going from the monomer unit p-dimethoxybenzene (9) via the noncyclic bichromophoric reference compound 3b to 6. The X-ray structural analysis of 6 shows that the distance between the two aromatic carbon atoms linked to the smaller bridge is shorter than the van der Waals distance. The resulting electronic interaction is reflected by the perturbation of the UV spectrum of 6 (in particular by a distinct hypochromic effect) and in its charge-transfer complexes with TCNE and TCNQ, as compared to 9 and 3b. The fluorescence quantum yields show significant quenching as compared to 9. This process is related to the formation of a new, structureless red-shifted band with a maximum at 26 670 cm-1, comparable to that of the excimer of 9. From a Stern-Volmer plot the self-quenching rate constant of the latter, k(q) almost-equal-to 1.2 x 10(9) mol-1 s-1 is derived.

  DOI：

  10.1021/jo00046a038
• 作为产物：
  描述：

  二氯甲烷 、 4-苄氧基苯酚 在 四丁基溴化铵 氢氧化钾 作用下， 反应 40.0h， 以95%的产率得到bis(4-(benzyloxy)phenoxy)methane
  参考文献：
  名称：

  From para-dimethoxybenzene toward crown benzenophanes: 1,3,10,14-tetraoxa[3.5]paracyclophane

  摘要：

  The title compound tetraoxa[3.5]paracyclophane (6) has been prepared and studied in order to investigate the evolution of spectroscopic properties in going from the monomer unit p-dimethoxybenzene (9) via the noncyclic bichromophoric reference compound 3b to 6. The X-ray structural analysis of 6 shows that the distance between the two aromatic carbon atoms linked to the smaller bridge is shorter than the van der Waals distance. The resulting electronic interaction is reflected by the perturbation of the UV spectrum of 6 (in particular by a distinct hypochromic effect) and in its charge-transfer complexes with TCNE and TCNQ, as compared to 9 and 3b. The fluorescence quantum yields show significant quenching as compared to 9. This process is related to the formation of a new, structureless red-shifted band with a maximum at 26 670 cm-1, comparable to that of the excimer of 9. From a Stern-Volmer plot the self-quenching rate constant of the latter, k(q) almost-equal-to 1.2 x 10(9) mol-1 s-1 is derived.

  DOI：

  10.1021/jo00046a038