2,5,2',3',5',6'-hexachloro-3-methanesulfonylbiphenyl | 104086-13-7

• 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: 2,5,2',3',5',6'-hexachloro-3-methanesulfonylbiphenyl
• 英文别名: 2,2',3,5,5',6-Hexachloro-3'-(methylsulfonyl)-1,1'-biphenyl；1,2,4,5-tetrachloro-3-(2,5-dichloro-3-methylsulfonylphenyl)benzene
• CAS: 104086-13-7
• 化学式: C₁₃H₆Cl₆O₂S
• 分子量: 438.973
• InChiKey: GBDKBOPUZYFHPO-UHFFFAOYSA-N

物化性质

• 沸点：
  535.0±50.0 °C(Predicted)
• 密度：
  1.636±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  22
• 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：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,5-二氯苯硫酚 在 bis-triphenylphosphine-palladium(II) chloride 、 10% palladium on active carbon sodium hydroxide 、 copper(l) iodide 、 sodium hypophosphite 、 三苯胂 、 potassium nitrate 、 sodium iodide 、 sodium nitrite 作用下， 以 四氢呋喃 、 乙醇 、 硫酸 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.5h， 生成 2,5,2',3',5',6'-hexachloro-3-methanesulfonylbiphenyl
  参考文献：
  名称：

  An alternative synthesis of chlorinated biphenyl methylsulfonyl metabolites

  摘要：

  Published methods of synthesizing chlorinated biphenyl methylsulfones require the separation of a complex mixture of impurities and isomers using both normal and reverse phase HPLC. Even with semi-preparative scale equipment, the process is tedious and time-consuming. In this report, the palladium-catalyzed addition of an aryl iodide to an aryl trimethylstannane has been exploited to produce these compounds in high purity (greater than or equal to 99%) using conventional techniques of purification. The reaction has been demonstrated for a group of methylsulfonyl CBs representing 0 to 3 ortho-chlorine interactions between the biphenyl rings and with the methylsulfonyl group at either the 3- or 4-position.

  DOI：

  10.1016/0045-6535(95)00331-2

文献信息

• An alternative synthesis of chlorinated biphenyl methylsulfonyl metabolites
  作者：Richard D. Mortimer、W.Harvey Newsome

  DOI：10.1016/0045-6535(95)00331-2

  日期：1996.3

  Published methods of synthesizing chlorinated biphenyl methylsulfones require the separation of a complex mixture of impurities and isomers using both normal and reverse phase HPLC. Even with semi-preparative scale equipment, the process is tedious and time-consuming. In this report, the palladium-catalyzed addition of an aryl iodide to an aryl trimethylstannane has been exploited to produce these compounds in high purity (greater than or equal to 99%) using conventional techniques of purification. The reaction has been demonstrated for a group of methylsulfonyl CBs representing 0 to 3 ortho-chlorine interactions between the biphenyl rings and with the methylsulfonyl group at either the 3- or 4-position.