4-bromo-2,3,5,6-tetrachloroaniline | 64186-91-0

• 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-bromo-2,3,5,6-tetrachloroaniline
• 英文别名: 2,3,5,6-tetrachloro-bromoaniline；2,3,5,6-Tetrachlor-4-brom-anilin；4-Brom-2,3,5,6-tetrachlor-anilin
• CAS: 64186-91-0
• 化学式: C₆H₂BrCl₄N
• 分子量: 309.805
• InChiKey: CXRJCIAJSARIBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-bromo-2,3,5,6-tetrachloroaniline 、 3-氟苯基硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 生成 2,3,5,6-Tetrachloro-4-(3-fluorophenyl)aniline
  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
• 作为产物：
  描述：

  2,3,5,6-四氯苯胺 在 溴 作用下， 以 氯仿 为溶剂， 生成 4-bromo-2,3,5,6-tetrachloroaniline
  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

• Short,J.H., Journal of the Chemical Society, 1964, p. 534 - 536
  作者：Short,J.H.

  DOI：——

  日期：——
• 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.