probucol radical

• 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: probucol radical
• 化学式: C₃₁H₄₇O₂S₂
• 分子量: 515.845
• InChiKey: OMJMJGAQGVDSBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  probucol radical 在 2,6-二叔丁基-4-(3,5-二叔丁基-4-羟基苯亚甲基)-2,5-环己二烯-1-酮 作用下， 以 甲苯 为溶剂， 生成 普罗布考
  参考文献：
  名称：

  Bond Dissociation Enthalpy of .alpha.-Tocopherol and Other Phenolic Antioxidants

  摘要：

  The equilibrium constants, K-1, for the reaction between galvinoxyl and a series of phenolic antioxidants have been determined by means of EPR spectroscopy. With aroxyl radicals decaying at appreciable rates, K-1 was obtained by performing kinetic analyses of the time dependence of the concentrations of the equilibrating radicals after mixing the reactants. In two cases the temperature dependence of K-1 was also studied and the entropy change for the equilibration reaction was determined. Bond dissociation enthalpies, DH, of the ArO-H bond of the examined phenols were calculated by comparison with the known value of 2,4,6-tri-tert-butylphenol (81.24 kcal mol(-1)). A larger than expected DH value was found for probucol (81.03 kcal mol(-1)) and an explanation of this behavior was given in terms of the preferred conformation adopted by the para alkylthio group. The DH value of alpha-tocopherol (78.93 kcal mol(-1)) was found to be very close to that of the phenolic precursor of galvinoxyl (78.80 kcal mol(-1)) and somewhat larger than that of 2,6-di-tert-butyl-4-methoxyphenol (77.61 kcal mol(-1)).

  DOI：

  10.1021/jo00096a061
• 作为产物：
  描述：

  普罗布考 在 加尔万氧基自由基 作用下， 以 甲苯 为溶剂， 生成 probucol radical
  参考文献：
  名称：

  Bond Dissociation Enthalpy of .alpha.-Tocopherol and Other Phenolic Antioxidants

  摘要：

  The equilibrium constants, K-1, for the reaction between galvinoxyl and a series of phenolic antioxidants have been determined by means of EPR spectroscopy. With aroxyl radicals decaying at appreciable rates, K-1 was obtained by performing kinetic analyses of the time dependence of the concentrations of the equilibrating radicals after mixing the reactants. In two cases the temperature dependence of K-1 was also studied and the entropy change for the equilibration reaction was determined. Bond dissociation enthalpies, DH, of the ArO-H bond of the examined phenols were calculated by comparison with the known value of 2,4,6-tri-tert-butylphenol (81.24 kcal mol(-1)). A larger than expected DH value was found for probucol (81.03 kcal mol(-1)) and an explanation of this behavior was given in terms of the preferred conformation adopted by the para alkylthio group. The DH value of alpha-tocopherol (78.93 kcal mol(-1)) was found to be very close to that of the phenolic precursor of galvinoxyl (78.80 kcal mol(-1)) and somewhat larger than that of 2,6-di-tert-butyl-4-methoxyphenol (77.61 kcal mol(-1)).

  DOI：

  10.1021/jo00096a061

文献信息

• Bond Dissociation Enthalpy of .alpha.-Tocopherol and Other Phenolic Antioxidants
  作者：Marco Lucarini、Gian Franco Pedulli、Marta Cipollone

  DOI：10.1021/jo00096a061

  日期：1994.8

  The equilibrium constants, K-1, for the reaction between galvinoxyl and a series of phenolic antioxidants have been determined by means of EPR spectroscopy. With aroxyl radicals decaying at appreciable rates, K-1 was obtained by performing kinetic analyses of the time dependence of the concentrations of the equilibrating radicals after mixing the reactants. In two cases the temperature dependence of K-1 was also studied and the entropy change for the equilibration reaction was determined. Bond dissociation enthalpies, DH, of the ArO-H bond of the examined phenols were calculated by comparison with the known value of 2,4,6-tri-tert-butylphenol (81.24 kcal mol(-1)). A larger than expected DH value was found for probucol (81.03 kcal mol(-1)) and an explanation of this behavior was given in terms of the preferred conformation adopted by the para alkylthio group. The DH value of alpha-tocopherol (78.93 kcal mol(-1)) was found to be very close to that of the phenolic precursor of galvinoxyl (78.80 kcal mol(-1)) and somewhat larger than that of 2,6-di-tert-butyl-4-methoxyphenol (77.61 kcal mol(-1)).