4-(4-nitro-phenylsulfanyl)-[1]naphthol | 68719-62-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(4-nitro-phenylsulfanyl)-[1]naphthol
• 英文别名: 4-Oxy-1-(4-nitro-phenylmercapto)-naphthalin；(4-Nitro-phenyl)-(4-naphthyl-(1))-sulfid；4-(4-Nitro-phenylmercapto)-[1]naphthol；4-(4-Nitrophenyl)sulfanylnaphthalen-1-ol
• CAS: 68719-62-0
• 化学式: C₁₆H₁₁NO₃S
• 分子量: 297.334
• InChiKey: DXLLXPBCTSEYNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  萘酚 、 4,4'-二硝基二苯二硫醚 在 silver nitrate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以45%的产率得到4-(4-nitro-phenylsulfanyl)-[1]naphthol
  参考文献：
  名称：

  Silver Ion Mediated In Situ Synthesis of Mixed Diaryl Sulfides from Diaryl Disulfides

  摘要：

  The AgNO3-mediated in situ scission of aromatic disulfides in the presence of electron-rich aromatic compounds results in the efficient synthesis of diaryl sulfides. Key features of this new methodology are high yields of aromatic and heteroaromatic sulfides, mild reaction conditions, simplicity, simple workup, and avoiding foul-smelling reactants like thiols.

  DOI：

  10.1055/s-0032-1318482

文献信息

• TBATB mediated debenzylative cross-coupling of aryl benzyl sulfides with electron rich compounds: synthesis of diaryl sulfides
  作者：Sukanya Hazarika、Prasanta Gogoi、Pranjit Barman

  DOI：10.1039/c5ra00677e

  日期：——

  An efficient TBATB mediated debenzylative cross coupling of aryl benzyl sulfides with electron rich compounds provides diaryl sulfides in moderate to excellent yield. The salient features of the present protocol are simplicity, high efficiency and compatibility of the reaction with various electron rich compounds.

  芳基苄基硫醚与富电子化合物的高效TBATB介导的脱苄基交叉偶联以中等至优异的产率提供了二芳基硫醚。本方案的显着特征是简单，高效和反应与各种富电子化合物的相容性。
• Zincke; Lenhardt, Justus Liebigs Annalen der Chemie, 1913, vol. 400, p. 25
  作者：Zincke、Lenhardt

  DOI：——

  日期：——
• Silver Ion Mediated In Situ Synthesis of Mixed Diaryl Sulfides from Diaryl Disulfides
  作者：Pranjit Barman、Prasanta Gogoi、Sandhya Gogoi、Mukul Kalita

  DOI：10.1055/s-0032-1318482

  日期：——

  The AgNO3-mediated in situ scission of aromatic disulfides in the presence of electron-rich aromatic compounds results in the efficient synthesis of diaryl sulfides. Key features of this new methodology are high yields of aromatic and heteroaromatic sulfides, mild reaction conditions, simplicity, simple workup, and avoiding foul-smelling reactants like thiols.