3,3',4,4'-tetrachloro-5-fluorobiphenyl | 1023690-15-4

• 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: 3,3',4,4'-tetrachloro-5-fluorobiphenyl
• 英文别名: 1,2-Dichloro-5-(3,4-dichlorophenyl)-3-fluorobenzene；1,2-dichloro-5-(3,4-dichlorophenyl)-3-fluorobenzene
• CAS: 1023690-15-4
• 化学式: C₁₂H₅Cl₄F
• 分子量: 309.982
• InChiKey: SFEOAUCQKSTCLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3,4-二氯-5-氟苯基硼酸 、 3,4-二氯碘苯 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 生成 3,3',4,4'-tetrachloro-5-fluorobiphenyl
  参考文献：
  名称：

  Synthesis of dioxin-like monofluorinated PCBs: for the use as internal standards for PCB analysis

  摘要：

  Monofluorinated polychlorinated biphenyls (fluoro-PCBs) have been prepared using the Suzuki-coupling, for use as analytical standards for PCB measurements. Seven of these fluoro-PCBs are analogues of the dioxin-like PCBs, listed by the WHO as the most toxic PCB congeners. Four highly chlorinated fluoro-PCBs have been prepared by Suzuki-coupling of 2,3,5,6-tetrachloro-bromoaniline with various substituted arylboronic acids. The resulting amino-fluoro-PCBs are chlorinated using the Sandmeyer reaction or deaminated to yield tetra-, penta- and hexa-chlorinated fluoro-PCBs. The fluoro-PCBs elute just before the corresponding PCBs in the GC chromatogram, which strongly indicates their potential as analytical standards. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.003

文献信息

• Synthesis of dioxin-like monofluorinated PCBs: for the use as internal standards for PCB analysis
  作者：Richard Sott、Christine Hawner、Jon E. Johansen

  DOI：10.1016/j.tet.2008.01.003

  日期：2008.4

  Monofluorinated polychlorinated biphenyls (fluoro-PCBs) have been prepared using the Suzuki-coupling, for use as analytical standards for PCB measurements. Seven of these fluoro-PCBs are analogues of the dioxin-like PCBs, listed by the WHO as the most toxic PCB congeners. Four highly chlorinated fluoro-PCBs have been prepared by Suzuki-coupling of 2,3,5,6-tetrachloro-bromoaniline with various substituted arylboronic acids. The resulting amino-fluoro-PCBs are chlorinated using the Sandmeyer reaction or deaminated to yield tetra-, penta- and hexa-chlorinated fluoro-PCBs. The fluoro-PCBs elute just before the corresponding PCBs in the GC chromatogram, which strongly indicates their potential as analytical standards. (C) 2008 Elsevier Ltd. All rights reserved.