nitrilotris(ethane-2,1-diyl) tris(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate) | 2114-75-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: nitrilotris(ethane-2,1-diyl) tris(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate)
• 英文别名: 2-[Bis(2-{[3-(3,5-DI-tert-butyl-4-hydroxyphenyl)propanoyl]oxy}ethyl)amino]ethyl 3-(3,5-DI-tert-butyl-4-hydroxyphenyl)propanoate；2-[bis[2-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]ethyl]amino]ethyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate
• CAS: 2114-75-2
• 化学式: C₅₇H₈₇NO₉
• mdl: MFCD00308776
• 分子量: 930.319
• InChiKey: KFWBRCKMYFFHPF-UHFFFAOYSA-N

物化性质

• 熔点：
  110-111 °C
• 沸点：
  840.7±60.0 °C(Predicted)
• 密度：
  1.067±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.6
• 重原子数：
  67
• 可旋转键数：
  27
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  143
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  三乙醇胺 、 3-(3,5-二叔丁基-4-羟基苯基)丙酸 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65%的产率得到nitrilotris(ethane-2,1-diyl) tris(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate)
  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.