1-[3-(4-chlorophenylthio)phenyl]ethanone | 1286763-85-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[3-(4-chlorophenylthio)phenyl]ethanone
• 英文别名: 1-[3-(4-Chlorophenyl)sulfanylphenyl]ethanone
• CAS: 1286763-85-6
• 化学式: C₁₄H₁₁ClOS
• 分子量: 262.76
• InChiKey: XGMBZFWCNWQDJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-acetylbenzenediazonium tetrafluoroborate 、 4,4'-二氯二苯二硫醚 在 KOH adsorbed on neutral alumina 作用下， 以 neat (no solvent) 为溶剂， 反应 0.25h， 以78%的产率得到1-[3-(4-chlorophenylthio)phenyl]ethanone
  参考文献：
  名称：

  Reaction under Ball-Milling: Solvent-, Ligand-, and Metal-Free Synthesis of Unsymmetrical Diaryl Chalcogenides

  摘要：

  A convenient, efficient, and general procedure for the synthesis of diaryl chalcogenides including sulfides, selenides and tellurides has been developed by the reaction of diazonium tetrafluoroborates and diaryl dichalcogenides on the surface of alumina under ball-milling without any solvent or metal. A wide range of functionalized diaryl chalcogenides are obtained in high purity by this procedure.

  DOI：

  10.1021/jo402071b

文献信息

• An Efficient Copper-Catalyzed Cross-Coupling Reaction of Thiols with Aryl Iodides
  作者：Hsin-Lun Kao、Chin-Keng Chen、Yu-Jen Wang、Chin-Fa Lee

  DOI：10.1002/ejoc.201001667

  日期：2011.3

  Cu 2 O powder is a very reactive catalyst for the coupling of thiols to aryl iodides. A variety of functional groups including esters, unprotected amines, alcohols, and heterocycles tolerate the reaction conditions. Moreover, di-ortho-substituted aryl iodides with sterically demanding substrates were also coupled to give the desired aryl thioethers in good to excellent yields.

  市售的 Cu 2 O 粉末是一种非常活泼的催化剂，用于将硫醇偶联到芳基碘化物上。包括酯、未保护胺、醇和杂环在内的多种官能团可耐受反应条件。此外，二邻位取代的芳基碘化物与空间要求严格的底物也被偶联，以良好至极好的产率得到所需的芳基硫醚。
• Reaction under Ball-Milling: Solvent-, Ligand-, and Metal-Free Synthesis of Unsymmetrical Diaryl Chalcogenides
  作者：Nirmalya Mukherjee、Tanmay Chatterjee、Brindaban C. Ranu

  DOI：10.1021/jo402071b

  日期：2013.11.1

  A convenient, efficient, and general procedure for the synthesis of diaryl chalcogenides including sulfides, selenides and tellurides has been developed by the reaction of diazonium tetrafluoroborates and diaryl dichalcogenides on the surface of alumina under ball-milling without any solvent or metal. A wide range of functionalized diaryl chalcogenides are obtained in high purity by this procedure.