Phosphorochloridic acid bis-(4-bromo-phenyl) ester | 52235-58-2

• 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: Phosphorochloridic acid bis-(4-bromo-phenyl) ester
• 英文别名: 1-Bromo-4-[(4-bromophenoxy)-chlorophosphoryl]oxybenzene
• CAS: 52235-58-2
• 化学式: C₁₂H₈Br₂ClO₃P
• 分子量: 426.428
• InChiKey: HPJGVHNCAFCVHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  451.8±30.0 °C(Predicted)
• 密度：
  1.828±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Phosphorochloridic acid bis-(4-bromo-phenyl) ester 在 水 作用下， 以 丙酮 为溶剂， 反应 1.0h， 以9.4 g的产率得到bis(4-bromophenyl)phosphoric acid
  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：

  4-溴苯酚 在 magnesium chloride 、 三氯氧磷 作用下， 反应 24.0h， 生成 Phosphorochloridic acid bis-(4-bromo-phenyl) ester
  参考文献：
  名称：

  锌催化的二芳基磷酰基叠氮化物向二芳基磷酸酯和酰胺的转化。

  摘要：

  我们已经开发了一种简便而有效的合成二芳基磷酸酯和酰胺的方法。使用Zn（acac）2作为催化剂，二芳基磷酰基叠氮化物与脂肪族醇和苯酚的反应通过不寻常的PN键裂解，以良好的收率提供了许多二芳基磷酸酯（22个实例，最高94％）。另外，从相应的胺也以优异的产率获得了各种二芳基磷酸酰胺（8个实例，高达96％）。

  DOI：

  10.1002/asia.202000154

文献信息

• Zinc‐catalyzed transformation of diarylphosphoryl azides to diarylphosphate esters and amides
  作者：Jun Ying、Qian Gao、Xiao‐Feng Wu

  DOI：10.1002/asia.202000154

  日期：2020.5.15

  We have developed a facile and efficient procedure for the synthesis of diarylphosphate esters and amides. Using Zn(acac)2 as the catalyst, the reaction of diarylphosphoryl azides with aliphatic alcohols and phenols through an unusual P-N bond cleavage provided a number of diarylphosphate esters in good yields (22 examples, up to 94%). Additionally, various diarylphosphate amides were obtained from

  我们已经开发了一种简便而有效的合成二芳基磷酸酯和酰胺的方法。使用Zn（acac）2作为催化剂，二芳基磷酰基叠氮化物与脂肪族醇和苯酚的反应通过不寻常的PN键裂解，以良好的收率提供了许多二芳基磷酸酯（22个实例，最高94％）。另外，从相应的胺也以优异的产率获得了各种二芳基磷酸酰胺（8个实例，高达96％）。
• Substituted phosphorylamidophosphates
  作者：A. A. Khodak、N. A. Tikhonina、Yu. N. Porshnev、V. A. Gilyarov

  DOI：10.1007/bf00957317

  日期：1987.11
• XODAK, A. A.;TIXONINA, N. A.;PORSHNEV, YU. N.;GILYAROV, V. A., IZV. AN CCCP. CEP. XIM.,(1987) N 11, 2547-2550
  作者：XODAK, A. A.、TIXONINA, N. A.、PORSHNEV, YU. N.、GILYAROV, V. A.

  DOI：——

  日期：——
• US3944633A
  申请人：——

  公开号：US3944633A

  公开（公告）日：1976-03-16
• 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.