1-chloro-4-[(3-phenyl-2-propenyl)sulfanyl]benzene

• 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: 1-chloro-4-[(3-phenyl-2-propenyl)sulfanyl]benzene
• 英文别名: (E)-1-chloro-4-(3-phenyl-allylsulfanyl)benzene；Cinnamyl(4-chlorophenyl) sulfide；1-chloro-4-[(E)-3-phenylprop-2-enyl]sulfanylbenzene
• 化学式: C₁₅H₁₃ClS
• 分子量: 260.787
• InChiKey: QYRBZQGNYRVPPI-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (Z)-1-chloro-4-(3-phenyl-allylsulfanyl)benzene 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 以100%的产率得到1-chloro-4-[(3-phenyl-2-propenyl)sulfanyl]benzene
  参考文献：
  名称：

  Transition metal-free activation of allylic acetates toward regioselective S-allylation of thiols

  摘要：

  Allylic acetates have been used as allylating agents under transition metal-free condition toward an eco-nomical and sustainable regioselective S-allylation of aromatic and aliphatic thiols in the presence of potassium carbonate in DMF. (C) 2010 Elsevier Ltd. All Fights reserved

  DOI：

  10.1016/j.tetlet.2010.02.015

文献信息

• Rhodium-Catalyzed Reductive Coupling of Disulfides and Diselenides with Alkyl Halides, Using Hydrogen as a Reducing Agent
  作者：Kaori Ajiki、Masao Hirano、Ken Tanaka

  DOI：10.1021/ol051588n

  日期：2005.9.1

  [reaction: see text] We have established that RhCl(PPh3)3 catalyzes a reductive coupling of disulfides and diselenides with alkyl halides in the presence of triethylamine using hydrogen as a reducing agent. This reaction serves as a convenient new method to produce unsymmetrical sulfides and selenides from disulfides and diselenides instead of unstable and odoriferous thiols and selenols.

  [反应：见正文]我们已经确定，RhCl（PPh3）3在三乙胺存在下使用氢作为还原剂催化二硫化物和二硒化物与烷基卤化物的还原偶联。该反应用作从二硫化物和二硒化物而不是不稳定的和有气味的硫醇和硒醇生产不对称硫化物和硒化物的便捷新方法。
• Transition metal-free activation of allylic acetates toward regioselective S-allylation of thiols
  作者：Amit Saha、Brindaban C. Ranu

  DOI：10.1016/j.tetlet.2010.02.015

  日期：2010.4

  Allylic acetates have been used as allylating agents under transition metal-free condition toward an eco-nomical and sustainable regioselective S-allylation of aromatic and aliphatic thiols in the presence of potassium carbonate in DMF. (C) 2010 Elsevier Ltd. All Fights reserved