2-hydroxypropane-1,3-diyl bis(2-ethylhexanoate)

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 2-hydroxypropane-1,3-diyl bis(2-ethylhexanoate)
• 化学式: C₁₉H₃₆O₅
• 分子量: 344.492
• InChiKey: OELCAGXSGSSCFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  24.0
• 可旋转键数：
  14.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-(3,5-二叔丁基-4-羟基苯基)丙酸 、 2-hydroxypropane-1,3-diyl bis(2-ethylhexanoate) 在 1,4-二甲基吡啶鎓对甲苯磺酸盐 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以75%的产率得到2-((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)propane-1,3-diyl bis(2-ethylhexanoate)
  参考文献：
  名称：

  Synthesis, characterisation, and performance evaluation of tri-armed phenolic antioxidants

  摘要：

  In this study, a series of core units (glycerol, triethanolamine and triisopropanolamine derivatives) were investigated for their use in tri-armed phenolic antioxidants. The antioxidant ability of these tri-armed phenolic compounds featuring different core units were then evaluated in a hydrocarbon lubricant using differential scanning calorimetry (DSC) and compared to the commercially available antioxidants Irganox L135 and Irganox L57. An impressive oxidation induction time of ca. 9-12 min was observed for the glycerol based antioxidants when compared to the commercial antioxidants (ca. 4-6 min), whereas in contrast in the case of triethanolamine and triisopropanolamine derived antioxidants, a solubilising unit was incorporated in order to provide appropriate solubility within the hydrocarbon medium and revealed an excellent oxidation induction time of ca. 11-12 min. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2020.152127
• 作为产物：
  描述：

  2-乙基-己酸稀土盐 、 甘油 在 1,4-二甲基吡啶鎓对甲苯磺酸盐 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以30%的产率得到2-hydroxypropane-1,3-diyl bis(2-ethylhexanoate)
  参考文献：
  名称：

  Synthesis, characterisation, and performance evaluation of tri-armed phenolic antioxidants

  摘要：

  In this study, a series of core units (glycerol, triethanolamine and triisopropanolamine derivatives) were investigated for their use in tri-armed phenolic antioxidants. The antioxidant ability of these tri-armed phenolic compounds featuring different core units were then evaluated in a hydrocarbon lubricant using differential scanning calorimetry (DSC) and compared to the commercially available antioxidants Irganox L135 and Irganox L57. An impressive oxidation induction time of ca. 9-12 min was observed for the glycerol based antioxidants when compared to the commercial antioxidants (ca. 4-6 min), whereas in contrast in the case of triethanolamine and triisopropanolamine derived antioxidants, a solubilising unit was incorporated in order to provide appropriate solubility within the hydrocarbon medium and revealed an excellent oxidation induction time of ca. 11-12 min. (C) 2020 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2020.152127

文献信息

• Synthesis, characterisation, and performance evaluation of tri-armed phenolic antioxidants
  作者：Clare L. Higgins、Sorin V. Filip、Ashfaq Afsar、Wayne Hayes

  DOI：10.1016/j.tetlet.2020.152127

  日期：2020.7

  In this study, a series of core units (glycerol, triethanolamine and triisopropanolamine derivatives) were investigated for their use in tri-armed phenolic antioxidants. The antioxidant ability of these tri-armed phenolic compounds featuring different core units were then evaluated in a hydrocarbon lubricant using differential scanning calorimetry (DSC) and compared to the commercially available antioxidants Irganox L135 and Irganox L57. An impressive oxidation induction time of ca. 9-12 min was observed for the glycerol based antioxidants when compared to the commercial antioxidants (ca. 4-6 min), whereas in contrast in the case of triethanolamine and triisopropanolamine derived antioxidants, a solubilising unit was incorporated in order to provide appropriate solubility within the hydrocarbon medium and revealed an excellent oxidation induction time of ca. 11-12 min. (C) 2020 Elsevier Ltd. All rights reserved.