bis(chloromethyl)phosphinic acid p-nitroanilide | 128981-39-5

• 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: bis(chloromethyl)phosphinic acid p-nitroanilide
• 英文别名: bis(chloromethyl)phosphonic acid p-nitroanilide；N-[bis(chloromethyl)phosphoryl]-4-nitroaniline
• CAS: 128981-39-5
• 化学式: C₈H₉Cl₂N₂O₃P
• 分子量: 283.051
• InChiKey: VMWGGMJDBPUJTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(chloromethyl)phosphinic acid p-nitroanilide 在 sodium hydroxide 作用下， 生成 Bis-chloromethyl-phosphinic acid anion 、 4-硝基苯胺
  参考文献：
  名称：

  Hydrolysis of bis(chloromethyl)phosphonic acid p-nitroanilide in aqueous micellar surfactant solutions

  摘要：

  The hydrolysis of bis(chloromethyl)phosphonic acid p-nitroanilide has been studied in the pH range 6.86-13.0 and the effects of ionic surfactant micelles on this process have also been examined. The nature of the micellar effects of cetyltrimethylammonium bromide (CT AB) and sodium dodecylsulfate (SDS) on this reaction lead us to conclude that both the neutral and anionic forms of the substrate are reactive, and that in the range of pH > pK(a) hydrolysis of the ionic form of the anilide predominates, while at pH < pK(a) the reaction of the neutral form is predominant. The binding constants for both the neutral and anionic forms of bis(chloromethyl)phosphonic acid p-nitroanilide in micellar CT AB and SDS solutions have been determined using a kinetic method, as well as by measuring the changes in the acid-base properties of the substrate resulting from the influence of micelles.

  DOI：

  10.1007/bf00961476
• 作为产物：
  描述：

  bis(chloromethyl)phosphinic chloride 、 4-硝基苯胺 在 三乙胺 作用下， 以 苯 为溶剂， 生成 bis(chloromethyl)phosphinic acid p-nitroanilide
  参考文献：
  名称：

  Hydrolysis of bis(chloromethyl)phosphonic acid p-nitroanilide in aqueous micellar surfactant solutions

  摘要：

  The hydrolysis of bis(chloromethyl)phosphonic acid p-nitroanilide has been studied in the pH range 6.86-13.0 and the effects of ionic surfactant micelles on this process have also been examined. The nature of the micellar effects of cetyltrimethylammonium bromide (CT AB) and sodium dodecylsulfate (SDS) on this reaction lead us to conclude that both the neutral and anionic forms of the substrate are reactive, and that in the range of pH > pK(a) hydrolysis of the ionic form of the anilide predominates, while at pH < pK(a) the reaction of the neutral form is predominant. The binding constants for both the neutral and anionic forms of bis(chloromethyl)phosphonic acid p-nitroanilide in micellar CT AB and SDS solutions have been determined using a kinetic method, as well as by measuring the changes in the acid-base properties of the substrate resulting from the influence of micelles.

  DOI：

  10.1007/bf00961476