tetraethyl (3,5-di-tert-butyl-4-hydroxyphenyl)methylenediphosphonate | 58186-36-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: tetraethyl (3,5-di-tert-butyl-4-hydroxyphenyl)methylenediphosphonate
• 英文别名: 3,5-di-tert-butyl-4-hydroxybenzylidenebis(diethylphosphonate)；tetraethyl 3,5-di-tert-butyl-4-(hydroxybenzylidene)diphosphonate；(3,5-di-tert-butyl-4-hydroxyphenyl)methylenebis(diethyl phosphonate)；tetraethyl (3,5-di-tert-butyl-4-hydroxyphenyl)methylenebisphosphonate；Tetraethyl (3,5-di-t-butyl-4-hydroxyphenyl)-methylenediphosphonate；4-[bis(diethoxyphosphoryl)methyl]-2,6-ditert-butylphenol
• CAS: 58186-36-0
• 化学式: C₂₃H₄₂O₇P₂
• mdl: MFCD00337285
• 分子量: 492.53
• InChiKey: UTQDOQGPYBTDIX-UHFFFAOYSA-N

物化性质

• 熔点：
  142-143 °C(Solv: heptane (142-82-5))
• 沸点：
  527.1±50.0 °C(Predicted)
• 密度：
  1.109±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tetraethyl (3,5-di-tert-butyl-4-hydroxyphenyl)methylenediphosphonate 在 盐酸 作用下， 反应 8.0h， 以100%的产率得到4-Hydroxy-phenylmethan-bisphosphonsaeure
  参考文献：
  名称：

  Gross, Hans; Ozegowski, Sigrid, Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 47, # 1+2, p. 1 - 5

  摘要：

  DOI：
• 作为产物：
  描述：

  抗氧剂 1222 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 7.0h， 生成 tetraethyl (3,5-di-tert-butyl-4-hydroxyphenyl)methylenediphosphonate
  参考文献：
  名称：

  Gross, Hans; Ozegowski, Sigrid, Phosphorus, Sulfur and Silicon and the Related Elements, 1990, vol. 47, # 1+2, p. 1 - 5

  摘要：

  DOI：

文献信息

• Complexes of organotin compounds with bis- and trisphosphonate derivatives of 2,6-di-tert-butylphenol having antioxidant activity
  作者：V. Yu. Tyurin、Wu Yaohuan、A. A. Prishchenko、D. B. Shpakovsky、Yu. A. Gracheva、T. A. Antonenko、V. A. Tafeenko、D. V. Al´bov、L. A. Aslanov、E. R. Milaeva

  DOI：10.1007/s11172-015-1026-z

  日期：2015.6

  Complexes of organotin compounds R2SnCl2 with bisand trisphosphonate derivatives of 2,6-di-tert-butyl-4-methylphenol (ionol) were synthesized. X-ray diffraction studies were carried out for some of them. The redox properties of the synthesized compounds were characterized by cyclic voltammetry. Antioxidant/prooxidant activity of the complexes was studied using a new electrochemical method based on

  合成了有机锡化合物 R2SnCl2 与 2,6-二-叔丁基-4-甲基苯酚（紫罗兰醇）的双和三膦酸酯衍生物的配合物。对其中一些进行了 X 射线衍射研究。合成化合物的氧化还原特性通过循环伏安法表征。使用基于测量氢原子转移到稳定自由基 2,2'-二苯基-1-苦基肼 (DPPH) 的速率的新电化学方法研究了复合物的抗氧化/促氧化活性。将获得的数据与生物样品中脂质过氧化 (LP) 过程中化合物活性的研究结果进行比较。通过电化学DPPH测试和使用生物样品获得的抗氧化活性结果之间观察到相关性。与最初的有机锡化合物不同，
• Alpha-substituted arylalkyl phosphonate derivatives
  申请人：Phan Trung Hieu

  公开号：US20050124586A1

  公开（公告）日：2005-06-09

  The present invention relates to novel α-substituted arylalkylphosphonate derivatives and their uses for lowering plasma levels of apo (a), Lp(a), apo B, apo B associated lipoproteins (low density lipoproteins and very low density lipoproteins) and for lowering plasma levels of total cholesterol.

  本发明涉及新型α-取代芳基烷基膦酸酯衍生物及其用于降低血浆中apo(a)、Lp(a)、apo B、apo B相关脂蛋白（低密度脂蛋白和极低密度脂蛋白）水平以及降低总胆固醇水平的用途。
• Reaction of esters of PIII acids with 2,6-di-tert-butyl-4-chloromethylidenecyclohexa-2,5-dienone
  作者：M. B. Gazizov、R. K. Ismagilov、L. P. Shamsutdinova、A. L. Tarakanova、R. F. Karimova

  DOI：10.1007/s11172-016-1682-7

  日期：2016.12

  A reaction of PIII acid esters with 2,6-di-tert-butyl-4-chloromethylidenecyclohexa-2,5-dienone leads to the formation of phosphorylated phosphorus ylides, 3,3’,5,5’-tetra-tert-butylstilbenequinone, and diphosphorylated sterically hindered phenols. The schemes for the formation of these products through the primary key intermediates of betaine and phosphorus ylide structures were suggested.

  PIII 酸酯与 2,6-二叔丁基-4-氯亚甲基环己-2,5-二烯酮的反应导致磷酸化磷叶立德、3,3',5,5'-四叔丁基芪醌的形成和二磷酸化位阻酚。提出了通过甜菜碱和磷叶立德结构的主要关键中间体形成这些产品的方案。
• Synthesis of organophosphorus derivatives of 2,6‐di‐tert‐butyl‐4‐methylphenol
  作者：Andrey A. Prishchenko、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Elena R. Milaeva

  DOI：10.1002/hc.20458

  日期：2008.7

  Convenient procedures for the synthesis of 2,6-di-tert-butyl-4-methylphenol (ionol) mono-, di-, and triphosphorus derivatives, starting from the readily accessible 3,5-di-tert-butyl-4-hydroxybenzaldehyde, are proposed, and some properties of the obtained compounds are presented. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:490–494, 2008; Published online in Wiley InterScience (www.interscience

  从容易获得的 3,5-二叔丁基-4-羟基苯甲醛开始合成 2,6-二-叔丁基-4-甲基苯酚（紫罗兰醇）单-、二-和三磷衍生物的简便方法，提出，并提出了所获得的化合物的一些性质。© 2008 Wiley Periodicals, Inc. 杂原子化学 19:490–494, 2008; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20458
• Phosphorus-containing derivatives of 2,6-di(tert-butyl)phenol: The antioxidant activity and properties of the corresponding phenoxyl radicals
  作者：V. Yu. Tyurin、Yu. A. Gracheva、E. R. Milaeva、A. A. Prishchenko、M. V. Livantsov、O. P. Novikova、L. I. Livantsova、A. V. Maryashkin、M. P. Bubnov、K. A. Kozhanov、V. K. Cherkasov

  DOI：10.1007/s11172-007-0116-y

  日期：2007.4

  The properties of phenoxyl radicals generated by the oxidation of mono-, di-, and triphosphorus derivatives of 2,6-di(tert-butyl)-4-methylphenol (ionol) were studied by ESR. These compounds exist as conformers that are interconvertible with a temperature-dependent rate. Numerical processing of the ESR spectra gave the thermodynamic and activation parameters that characterize the interconversion of the conformers. The antioxidant activities of the compounds were studied in a model oxidation of oleic acid and with biological objects. These phenols efficiently inhibited radical oxidation reactions.

  通过 ESR 研究了 2,6-二（叔丁基）-4-甲基苯酚（离子醇）的单磷、二磷和三磷衍生物氧化产生的苯氧自由基的性质。这些化合物以构象形式存在，其相互转化率与温度有关。通过对 ESR 光谱进行数值处理，得出了表征构象相互转化的热力学参数和活化参数。研究人员在油酸氧化模型和生物物体中研究了这些化合物的抗氧化活性。这些酚类有效地抑制了自由基氧化反应。