2,4-di-tert-butyl-6-<4'-(methylthio)benzyl>phenol | 168564-96-3

• 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: 2,4-di-tert-butyl-6-<4'-(methylthio)benzyl>phenol
• 英文别名: Phenol, 2,4-bis(1,1-dimethylethyl)-6-[[4-(methylthio)phenyl]methyl]-；2,4-ditert-butyl-6-[(4-methylsulfanylphenyl)methyl]phenol
• CAS: 168564-96-3
• 化学式: C₂₂H₃₀OS
• 分子量: 342.546
• InChiKey: OCCPESPJCOOWOX-UHFFFAOYSA-N

物化性质

• 沸点：
  425.3±33.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4-di-tert-butyl-6-<4'-(methylthio)benzyl>phenol 在 sodium periodate 作用下， 以 水 、 丙酮 为溶剂， 反应 3.0h， 以70%的产率得到2,4-di-tert-butyl-6-<4'-(methylsulfinyl)benzyl>phenol
  参考文献：
  名称：

  Substituent effects on chemosterilant activity of 2,4-di-tert-butyl-6-(4'-substituted benzyl)phenols in the house fly (Musca domestica L.)

  摘要：

  A series of 2,4-di-tert-butyl-6-(4'-X-benzyl)phenols was prepared, analogous to the compound Jurd 2644 (X = OMe) in an attempt to establish a Hammett relationship between the 4'-substituent and the chemosterilant activity of the compounds after oral administration to adult Musca domestica. Fourteen compounds of this type were prepared, 12 of them new. Jurd 2419 (X = H) was found to be as active in our bioassay as Jurd 2644, as were four new compounds [X = N(CH3)(2), CH3, SCH3, Cl]. All prevented successful reproduction at 30 mg/kg of diet. There was no correlation between Hammett a and activity. Active compounds all had small substituents and molecular weights below 350. The activity seemed to be determined by the bulk of X rather than by its electronic properties.

  DOI：

  10.1021/jf00059a037
• 作为产物：
  描述：

  2,4-二叔丁基苯酚 、 对甲硫基苯甲醇 在 水 、 草酸 、 溶剂黄146 作用下， 反应 45.0h， 以51%的产率得到2,4-di-tert-butyl-6-<4'-(methylthio)benzyl>phenol
  参考文献：
  名称：

  Substituent effects on chemosterilant activity of 2,4-di-tert-butyl-6-(4'-substituted benzyl)phenols in the house fly (Musca domestica L.)

  摘要：

  A series of 2,4-di-tert-butyl-6-(4'-X-benzyl)phenols was prepared, analogous to the compound Jurd 2644 (X = OMe) in an attempt to establish a Hammett relationship between the 4'-substituent and the chemosterilant activity of the compounds after oral administration to adult Musca domestica. Fourteen compounds of this type were prepared, 12 of them new. Jurd 2419 (X = H) was found to be as active in our bioassay as Jurd 2644, as were four new compounds [X = N(CH3)(2), CH3, SCH3, Cl]. All prevented successful reproduction at 30 mg/kg of diet. There was no correlation between Hammett a and activity. Active compounds all had small substituents and molecular weights below 350. The activity seemed to be determined by the bulk of X rather than by its electronic properties.

  DOI：

  10.1021/jf00059a037

文献信息

• Substituent effects on chemosterilant activity of 2,4-di-tert-butyl-6-(4'-substituted benzyl)phenols in the house fly (Musca domestica L.)
  作者：Jan Kochansky、Charles F. Cohen、William R. Lusby

  DOI：10.1021/jf00059a037

  日期：1995.11

  A series of 2,4-di-tert-butyl-6-(4'-X-benzyl)phenols was prepared, analogous to the compound Jurd 2644 (X = OMe) in an attempt to establish a Hammett relationship between the 4'-substituent and the chemosterilant activity of the compounds after oral administration to adult Musca domestica. Fourteen compounds of this type were prepared, 12 of them new. Jurd 2419 (X = H) was found to be as active in our bioassay as Jurd 2644, as were four new compounds [X = N(CH3)(2), CH3, SCH3, Cl]. All prevented successful reproduction at 30 mg/kg of diet. There was no correlation between Hammett a and activity. Active compounds all had small substituents and molecular weights below 350. The activity seemed to be determined by the bulk of X rather than by its electronic properties.