2-(2-Hydroxy-5-methylphenyl)-4-methyl-6-phenylsulfanylphenol | 155675-34-6

• 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: 2-(2-Hydroxy-5-methylphenyl)-4-methyl-6-phenylsulfanylphenol
• CAS: 155675-34-6
• 化学式: C₂₀H₁₈O₂S
• 分子量: 322.428
• InChiKey: NIJUXSNAIAGJBU-UHFFFAOYSA-N

物化性质

• 沸点：
  458.9±45.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  65.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-Hydroxy-5-methylphenyl)-4-methyl-6-phenylsulfanylphenol 在 镍 作用下， 生成 4,4'-二甲基-2,2'-联(苯酚)
  参考文献：
  名称：

  Vicarious Nucleophilic Aromatic Substitution via Trapping of an .alpha.-Ketosulfonium Ion Generated by Pummerer-Type Rearrangement of 2-(Phenylsulfinyl)phenols: Preparation of Biaryls

  摘要：

  A new method for the nucleophilic substitution of phenols at the ortho position has been developed which uses as the key step the trapping of an alpha-ketosulfonium salt generated by a Pummerer rearrangement of 2-(phenylsulfinyl)phenols. In addition to preparing 2-halo- and 2-(acyloxy)phenols, this ''vicarious substitution'' also allows the preparation of biaryls in fair yield.

  DOI：

  10.1021/jo00091a003
• 作为产物：
  描述：

  苯亚磺酰氯 在 三氯化铝 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 生成 2-(2-Hydroxy-5-methylphenyl)-4-methyl-6-phenylsulfanylphenol
  参考文献：
  名称：

  Vicarious Nucleophilic Aromatic Substitution via Trapping of an .alpha.-Ketosulfonium Ion Generated by Pummerer-Type Rearrangement of 2-(Phenylsulfinyl)phenols: Preparation of Biaryls

  摘要：

  A new method for the nucleophilic substitution of phenols at the ortho position has been developed which uses as the key step the trapping of an alpha-ketosulfonium salt generated by a Pummerer rearrangement of 2-(phenylsulfinyl)phenols. In addition to preparing 2-halo- and 2-(acyloxy)phenols, this ''vicarious substitution'' also allows the preparation of biaryls in fair yield.

  DOI：

  10.1021/jo00091a003

文献信息

• Jung Michael E., Kim Chung, von dem Bussche Linda, J. Org. Chem, 59 (1994) N 12, S 3248-3249
  作者：Jung Michael E., Kim Chung, von dem Bussche Linda

  DOI：——

  日期：——
• Vicarious Nucleophilic Aromatic Substitution via Trapping of an .alpha.-Ketosulfonium Ion Generated by Pummerer-Type Rearrangement of 2-(Phenylsulfinyl)phenols: Preparation of Biaryls
  作者：Michael E. Jung、Chung Kim、Linda von dem Bussche

  DOI：10.1021/jo00091a003

  日期：1994.6

  A new method for the nucleophilic substitution of phenols at the ortho position has been developed which uses as the key step the trapping of an alpha-ketosulfonium salt generated by a Pummerer rearrangement of 2-(phenylsulfinyl)phenols. In addition to preparing 2-halo- and 2-(acyloxy)phenols, this ''vicarious substitution'' also allows the preparation of biaryls in fair yield.