1-[4-(phenylsulfanyldiazenyl)phenyl]ethanone | 111278-45-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 炔丙基型1，3-偶极有机化合物
• 英文名称: 1-[4-(phenylsulfanyldiazenyl)phenyl]ethanone
• 英文别名: (4-Acetylphenyl)diazo phenyl sulfide
• CAS: 111278-45-6
• 化学式: C₁₄H₁₂N₂OS
• 分子量: 256.328
• InChiKey: RWTHCIXOOSZUGK-FOCLMDBBSA-N

物化性质

• 熔点：
  34-35 °C
• 沸点：
  417.0±47.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.79
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-[4-(phenylsulfanyldiazenyl)phenyl]ethanone 在 氟化氢吡啶 、 silver nitrate 作用下， 以 甲苯 为溶剂， 反应 0.5h， 生成 4-氟苯乙酮 、 苯甲醚
  参考文献：
  名称：

  Aromatic fluorination by silver-ion promoted decomposition of aryl diazo sulfides: efficient utilization of substoichiometric levels of fluoride ion

  摘要：

  DOI：

  10.1021/jo00016a040
• 作为产物：
  描述：

  sodium thiophenolate 、 alkaline earth salt of/the/ methylsulfuric acid 反应 0.08h， 以85%的产率得到1-[4-(phenylsulfanyldiazenyl)phenyl]ethanone
  参考文献：
  名称：

  Fast, efficient and convenient method for the preparation of arylazo sulfides using aryl diazonium silica sulfates under mild and solvent-free conditions

  摘要：

  An efficient, fast, and straightforward procedure for the synthesis of arylazo sulfides and arylazo thiosulfonates is described in the present paper by using aryl diazonium silica sulfates and sodium thiolates. Using the present method, different kinds of aryl diazonium silica sulfates, containing electron-withdrawing groups as well as electron-donating groups, were rapidly converted to the corresponding arylazo sulfides in good yield and short reaction time. These reactions were carried out at room temperature under mild and solvent-free conditions. The use of non-toxic and inexpensive materials, simple and clean work-up, short reaction times and good yields are the advantages of this method. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.02.010

文献信息

• PETRILLO, GIOVANNI;NOVI, MARINO;GARBARINO, GIACOMO;DELLERBA, CARLO, TETRAHEDRON, 43,(1987) N 20, 4625-4634
  作者：PETRILLO, GIOVANNI、NOVI, MARINO、GARBARINO, GIACOMO、DELLERBA, CARLO

  DOI：——

  日期：——
• NOVI M.; PETRILLO G.; DELLERBA C., TETRAHEDRON LETT., 28,(1987) N 12, 1345-1348
  作者：NOVI M.、 PETRILLO G.、 DELLERBA C.

  DOI：——

  日期：——
• Fast, efficient and convenient method for the preparation of arylazo sulfides using aryl diazonium silica sulfates under mild and solvent-free conditions
  作者：Amin Zarei、Leila Khazdooz、Abdol R. Hajipour、Hamidreza Aghaei

  DOI：10.1016/j.dyepig.2011.02.010

  日期：2011.10

  An efficient, fast, and straightforward procedure for the synthesis of arylazo sulfides and arylazo thiosulfonates is described in the present paper by using aryl diazonium silica sulfates and sodium thiolates. Using the present method, different kinds of aryl diazonium silica sulfates, containing electron-withdrawing groups as well as electron-donating groups, were rapidly converted to the corresponding arylazo sulfides in good yield and short reaction time. These reactions were carried out at room temperature under mild and solvent-free conditions. The use of non-toxic and inexpensive materials, simple and clean work-up, short reaction times and good yields are the advantages of this method. (C) 2011 Elsevier Ltd. All rights reserved.
• Aromatic fluorination by silver-ion promoted decomposition of aryl diazo sulfides: efficient utilization of substoichiometric levels of fluoride ion
  作者：Serkos A. Haroutounian、James P. DiZio、John A. Katzenellenbogen

  DOI：10.1021/jo00016a040

  日期：1991.8