4-chlorophenyl phenyl oxalate | 96716-00-6

• 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: 4-chlorophenyl phenyl oxalate
• 英文别名: Oxalsaeure-phenylester-(4-chlor-phenylester)；2-O-(4-chlorophenyl) 1-O-phenyl oxalate
• CAS: 96716-00-6
• 化学式: C₁₄H₉ClO₄
• 分子量: 276.676
• InChiKey: UTSIHVTXZBDEQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  phenyl oxalyl chloride 、 对氯苯酚 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以77%的产率得到4-chlorophenyl phenyl oxalate
  参考文献：
  名称：

  草酸二芳基酯在过氧草酸酯化学发光中的作用

  摘要：

  研究了对称的草酸二芳基酯和苯基芳基草酸酯在过氧草酸酯化学发光中的作用。测量了最大发射光强度和发光的衰减常数，其为草酸盐，过氧化氢和荧光剂浓度的函数。数据允许对反应机理及其速率确定步骤提出建议。

  DOI：

  10.1016/s0040-4020(01)81028-0

文献信息

• The Hammett correlation between distyrylbenzene substituents and chemiluminescence efficiency providing various ρ-values for peroxyoxalate chemiluminescence of several oxalates
  作者：Takayuki Maruyama、Susumu Narita、Jiro Motoyoshiya

  DOI：10.1016/j.jphotochem.2012.12.006

  日期：2013.1

  Peroxyoxalate chemiluminescence (PO-CL) was investigated using eight oxalates with various phenol moieties and the distyrylbenzene (DSB) fluorophores with various substituents. The rho-values in the Hammett correlation between the substituent constants (sigma(+)(p)) of the DSBs and the singlet chemiexcitation yields (Phi(s)) for the PO-CL reactions varied from -0.50 to -1.01 depending on the oxalate structure, and the reactive oxalates tended to afford the higher absolute rho-values but with a few exceptions. Based on the CIEEL mechanism, these experimental observations suggest that the aryloxy groups still remain in the 1,2-dioxetanones (DOTs), which are the postulated high-energy intermediates, and control the electronic properties of DOTs as electron-acceptors. The LUMO energies of the DOTs calculated by the ab initio method with a B3LYP/6-31g(d) basis set reveal that the lower the DOT-LUMO energies, the higher the absolute rho-values were provided for the corresponding oxalates, as predicted by the frontier molecular orbital (FMO) theory. Thus, the chemical species interacting with the DSBs would be not unitary and will be DOTs. (C) 2012 Elsevier B.V. All rights reserved.
• The role of diaryl oxalates in peroxioxalate chemiluminescence
  作者：György Orosz

  DOI：10.1016/s0040-4020(01)81028-0

  日期：1989.1

  The role of symmetrical diaryl and phenyl aryl oxalates in peroxyoxalate chemiluminescence was studied. Maximum emitted light intensity and decay constant of light emission was measured as a function of oxalate, hydrogen peroxide and fluorescer concentration. Data permitted a suggestion for the mechanism of the reaction and its rate determining step.

  研究了对称的草酸二芳基酯和苯基芳基草酸酯在过氧草酸酯化学发光中的作用。测量了最大发射光强度和发光的衰减常数，其为草酸盐，过氧化氢和荧光剂浓度的函数。数据允许对反应机理及其速率确定步骤提出建议。