1-naphthylmethyl 4-benzoylbenzoate | 143471-22-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-naphthylmethyl 4-benzoylbenzoate
• 英文别名: Naphthalen-1-ylmethyl 4-benzoylbenzoate
• CAS: 143471-22-1
• 化学式: C₂₅H₁₈O₃
• 分子量: 366.416
• InChiKey: VODVUMAWZLATIT-UHFFFAOYSA-N

物化性质

• 沸点：
  563.0±33.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-苯甲酰苯甲酸 在 吡啶 、 氯化亚砜 作用下， 以 苯 为溶剂， 反应 15.0h， 生成 1-naphthylmethyl 4-benzoylbenzoate
  参考文献：
  名称：

  Intramolecular triplet energy transfer in ester-linked bichromophoric azoalkanes and naphthalenes

  摘要：

  The photophysics of a series of compounds has been studied wherein a triplet sensitizer such as benzophenone (BB) or thioxanthone (TH) is linked via an ester group to an azoalkane such as 3,3,5,5-tetramethyl-1-pyrazoline (PY) or 2,3-diazabicyclo-[2.2.2]oct-2-ene (DBO). The observation of phosphorescence from the sensitizer moiety in a frozen glass and triplet lifetime measurements in solution show that intramolecular triplet energy transfer (ET) can be remarkably slow. Model compounds in which naphthalene replaces the azo group behave normally, exhibiting complete and rapid intramolecular ET. Despite the small size of the azo group, its critical radius, R0, for intermolecular ET in a frozen glass is comparable to that of naphthalene. When the donor and azo chromophores are closely linked by alkyl groups, ET is very rapid. No phosphorescence or T-T absorption of the azo group could be detected, but quenching experiments show that the triplet lifetime of cyclic azoalkanes is much shorter than their singlet lifetime.

  DOI：

  10.1021/j100198a011

文献信息

• Intramolecular triplet energy transfer in ester-linked bichromophoric azoalkanes and naphthalenes
  作者：Paul S. Engel、Douglas W. Horsey、John N. Scholz、Takashi Karatsu、Akihide Kitamura

  DOI：10.1021/j100198a011

  日期：1992.9

  The photophysics of a series of compounds has been studied wherein a triplet sensitizer such as benzophenone (BB) or thioxanthone (TH) is linked via an ester group to an azoalkane such as 3,3,5,5-tetramethyl-1-pyrazoline (PY) or 2,3-diazabicyclo-[2.2.2]oct-2-ene (DBO). The observation of phosphorescence from the sensitizer moiety in a frozen glass and triplet lifetime measurements in solution show that intramolecular triplet energy transfer (ET) can be remarkably slow. Model compounds in which naphthalene replaces the azo group behave normally, exhibiting complete and rapid intramolecular ET. Despite the small size of the azo group, its critical radius, R0, for intermolecular ET in a frozen glass is comparable to that of naphthalene. When the donor and azo chromophores are closely linked by alkyl groups, ET is very rapid. No phosphorescence or T-T absorption of the azo group could be detected, but quenching experiments show that the triplet lifetime of cyclic azoalkanes is much shorter than their singlet lifetime.