3-m-Tolyl-2-chlor-propionsaeurenitril | 17849-34-2

• 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-m-Tolyl-2-chlor-propionsaeurenitril
• 英文别名: 2-Chloro-3-(3-methylphenyl)propanenitrile
• CAS: 17849-34-2
• 化学式: C₁₀H₁₀ClN
• mdl: MFCD00706182
• 分子量: 179.649
• InChiKey: JFKWHCIWKBIORM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  m-toluenediazonium chloride 、 丙烯腈 在 copper dichloride 作用下， 生成 3-m-Tolyl-2-chlor-propionsaeurenitril
  参考文献：
  名称：

  Relative reactivities and linear free energy relationships in competitive addition of substituted phenyl radicals to vinyl monomers

  摘要：

  DOI：

  10.1021/jo01255a049

文献信息

• Arenediazonium tetrachlorocuprates(II). Modification of the Meerwein and Sandmeyer reactions
  作者：Mykola D. Obushak、Mykhaylo B. Lyakhovych、Mykola I. Ganushchak

  DOI：10.1016/s0040-4039(98)02165-0

  日期：1998.12

  In the copper-catalysed reactions of arenediazonium chlorides with unsaturated compounds arenediazonium tetrachlorocuprates(II) are formed as intermediates. A general method of preparation of these complexed diazonium salts is described. In polar solvents these salts undergo chlorinative dediazoniation to give chloroarenes in high yield. The reaction of an arenediazonium tetrachlorocuprate(II) with

  在铜催化的壬二鎓氯化物与不饱和化合物的铜催化反应中，形成了四氯铜鎓（II）间二氮杂鎓。描述了这些络合的重氮盐的一般制备方法。在极性溶剂中，这些盐会进行氯化脱重氮反应，从而以高收率得到氯代芳烃。芳烯二鎓四氯铜酸酯（II）与活化的烯烃的反应产生与Meerwein反应相同的产物。提出了用于该反应的自由基阳离子机理。
• ——
  作者：N. D. Obushak、M. B. Lyakhovich、E. E. Bilaya

  DOI：10.1023/a:1015394423091

  日期：——

  Chloroarylation of unsaturated compounds with arenediazonium chlorides in the presence of CuCl2 as catalyst involves intermediate formation of arenediazonium tetrachlorocuprates(II) [ArN2+](2) CuCl42-. A procedure for preparative isolation of these intermediates was developed, and they were shown to be efficient arylating agents. Reactions of [ArN2+](2) CuCl42- with unsaturated compounds gave the corresponding Meerwein products; a mechanism was proposed for these reactions. In polar solvents arenediazonium tetrachlorocuprates(II) are converted into chloroarenes, presumably through a cyclic transition state.
• Relative reactivities and linear free energy relationships in competitive addition of substituted phenyl radicals to vinyl monomers
  作者：S. Carlton Dickerman、Derek J. DeSouza、Michael Fryd、Ignazio S. Megna、Martin M. Skoultchi

  DOI：10.1021/jo01255a049

  日期：1969.3