双(2,4,6-三甲基苯基)磷酸 | 677008-34-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 中文名称: 双(2,4,6-三甲基苯基)磷酸
• 英文名称: bis(2,4,6-trimethylphenyl)phosphoric acid
• 英文别名: bis(2,4,6-trimethylphenyl) hydrogen phosphate；Bis(2,4,6-trimethylphenyl) hydrogen phosphate
• CAS: 677008-34-3
• 化学式: C₁₈H₂₃O₄P
• 分子量: 334.352
• InChiKey: LQWFQZNLDBEXDC-UHFFFAOYSA-N

物化性质

• 沸点：
  466.3±55.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  双(2,4,6-三甲基苯基)磷酸 、 neodymium(III) nitrate 在 potassium hydroxide 作用下， 以 水 为溶剂， 反应 4.0h， 以99%的产率得到neodymium tris[bis(2,4,6-trimethylphenyl)phosphate]
  参考文献：
  名称：

  Neodymium tris-diarylphosphates: Systematic study of the structure–reactivity relationship in butadiene and isoprene polymerisation

  摘要：

  The catalytic properties of neodymium tris-phosphates with various diarylphosphate ligands in the stereoregular 1,4-cis-polymerisation of butadiene and isoprene were studied. The considerable variability of the diaryl phosphate structure allowed for the systematic investigation of the dependence of the catalytic properties of neodymium tris-diarylphosphates on the electronic and steric properties of the ligand. Electron-withdrawing substituents (F, Cl, Br) in the aryl moiety increased the catalyst activity of tris-diarylphosphate. Neodymium aryl phosphates containing lipophilic bulky ligands provided the synthesis of polydienes with a monomodal molecular-weight distribution. The optimal catalytic properties demonstrated that the neodymium aryl phosphate prepared from bis(2,6-dimethy1-4-tert-butylpheny1)phosphoric acid showed high activity and ensured a monomodal MWD of polydienes (M-w/M-n similar to 2 for polybutadiene and M-w/M-n similar to 3 for polyisoprene) in various conditions. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.apcata.2014.04.007
• 作为产物：
  描述：

  2,4,6-三甲酚 在 吡啶 、 三氯氧磷 、 水 作用下， 以 苯 、 丙酮 为溶剂， 反应 6.17h， 以54%的产率得到双(2,4,6-三甲基苯基)磷酸
  参考文献：
  名称：

  非手性磷酸二酯的非共价修饰策略用于设计手性布朗斯台德碱有机催化剂

  摘要：

  首次介绍了一种通过用非手性磷酸二酯对手性二元分子进行非共价修饰来设计手性 Brønsted 碱有机催化剂的策略。这种利用酸碱相互作用的分子修饰概念可以促进不对称有机催化剂的按需设计，正如这项工作中初步证明的那样。

  DOI：

  10.1246/bcsj.20210462
• 作为试剂：
  描述：

  反式硝基苯乙烯 、 乙酰丙酮 在 双(2,4,6-三甲基苯基)磷酸 作用下， 以 二氯甲烷 为溶剂， 以37%的产率得到
  参考文献：
  名称：

  含炔基间隔基的手性聚胍的合成及其用于有机催化剂设计的非共价修饰

  摘要：

  [显示省略]

  DOI：

  10.1016/j.mcat.2024.113973

文献信息

• Neodymium tris-diarylphosphates: Systematic study of the structure–reactivity relationship in butadiene and isoprene polymerisation
  作者：Ilya E. Nifant’ev、Alexander N. Tavtorkin、Sof’ya A. Korchagina、Inna F. Gavrilenko、Nataliya N. Glebova、Nataliya N. Kostitsyna、Vladimir A. Yakovlev、Galina N. Bondarenko、Marina P. Filatova

  DOI：10.1016/j.apcata.2014.04.007

  日期：2014.5

  The catalytic properties of neodymium tris-phosphates with various diarylphosphate ligands in the stereoregular 1,4-cis-polymerisation of butadiene and isoprene were studied. The considerable variability of the diaryl phosphate structure allowed for the systematic investigation of the dependence of the catalytic properties of neodymium tris-diarylphosphates on the electronic and steric properties of the ligand. Electron-withdrawing substituents (F, Cl, Br) in the aryl moiety increased the catalyst activity of tris-diarylphosphate. Neodymium aryl phosphates containing lipophilic bulky ligands provided the synthesis of polydienes with a monomodal molecular-weight distribution. The optimal catalytic properties demonstrated that the neodymium aryl phosphate prepared from bis(2,6-dimethy1-4-tert-butylpheny1)phosphoric acid showed high activity and ensured a monomodal MWD of polydienes (M-w/M-n similar to 2 for polybutadiene and M-w/M-n similar to 3 for polyisoprene) in various conditions. (C) 2014 Elsevier B.V. All rights reserved.
• Noncovalent Modification Strategy with Achiral Phosphoric Acid Diesters for Designing a Chiral Brønsted Base Organocatalyst
  作者：Momoko Hara、Aya Ogawa、Keiji Minagawa、Yasushi Imada、Yukihiro Arakawa

  DOI：10.1246/bcsj.20210462

  日期：2022.4.15

  A strategy for designing chiral Brønsted base organocatalysts through noncovalent modification of a chiral dibasic molecule with an achiral phosphoric acid diester is introduced for the first time. Such a molecular modification concept utilizing acid-base interactions may facilitate the on-demand design of asymmetric organocatalysts, as preliminarily demonstrated in this work.

  首次介绍了一种通过用非手性磷酸二酯对手性二元分子进行非共价修饰来设计手性 Brønsted 碱有机催化剂的策略。这种利用酸碱相互作用的分子修饰概念可以促进不对称有机催化剂的按需设计，正如这项工作中初步证明的那样。