3,4',5-trichloro-4-methoxybiphenyl | 74298-91-2

• 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: 3,4',5-trichloro-4-methoxybiphenyl
• 英文别名: 3,4',5-Trichlor-4-methoxy-biphenyl；1,1'-Biphenyl, 3,4',5-trichloro-4-methoxy-；1,3-dichloro-5-(4-chlorophenyl)-2-methoxybenzene
• CAS: 74298-91-2
• 化学式: C₁₃H₉Cl₃O
• 分子量: 287.573
• InChiKey: JPGOELWGIMGGGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,4',5-trichloro-4-methoxybiphenyl 在 三溴化硼 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以83%的产率得到4-羟基-3,4',5-三氯联苯
  参考文献：
  名称：

  Synthesis of hydroxylated PCB metabolites with the Suzuki-coupling

  摘要：

  An improved synthesis of hydroxylated polychlorinated biphenyls (PCBs) which are structurally related to the major hydroxy PCB, congeners identified in human plasma is described. The coupling of (chlorinated) aryl boronic acids with bromochloro anisoles using the standard conditions of the Suzuki coupling gave the desired hydroxylated PCB metabolites in good to excellent yields. The approach offers the advantage of high selectivity and good yields compared to conventional methods such as the Cadogan reaction and allows the use of less toxic starting materials. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0045-6535(01)00052-2
• 作为产物：
  描述：

  2,6-二氯苯酚 在 四(三苯基膦)钯 sodium hydroxide 、 氢溴酸 、 sodium carbonate 作用下， 以 乙醇 、 溶剂黄146 、 甲苯 为溶剂， 反应 20.5h， 生成 3,4',5-trichloro-4-methoxybiphenyl
  参考文献：
  名称：

  Synthesis of hydroxylated PCB metabolites with the Suzuki-coupling

  摘要：

  An improved synthesis of hydroxylated polychlorinated biphenyls (PCBs) which are structurally related to the major hydroxy PCB, congeners identified in human plasma is described. The coupling of (chlorinated) aryl boronic acids with bromochloro anisoles using the standard conditions of the Suzuki coupling gave the desired hydroxylated PCB metabolites in good to excellent yields. The approach offers the advantage of high selectivity and good yields compared to conventional methods such as the Cadogan reaction and allows the use of less toxic starting materials. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0045-6535(01)00052-2

文献信息

• Synthesis of hydroxylated PCB metabolites with the Suzuki-coupling
  作者：Hans-Joachim Lehmler、Larry W. Robertson

  DOI：10.1016/s0045-6535(01)00052-2

  日期：2001.12

  An improved synthesis of hydroxylated polychlorinated biphenyls (PCBs) which are structurally related to the major hydroxy PCB, congeners identified in human plasma is described. The coupling of (chlorinated) aryl boronic acids with bromochloro anisoles using the standard conditions of the Suzuki coupling gave the desired hydroxylated PCB metabolites in good to excellent yields. The approach offers the advantage of high selectivity and good yields compared to conventional methods such as the Cadogan reaction and allows the use of less toxic starting materials. (C) 2001 Elsevier Science Ltd. All rights reserved.