O-ethylchloromethylphosphonic acid | 1929-42-6

• 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: O-ethylchloromethylphosphonic acid
• 英文别名: ethyl (chloromethyl)phosphonate；ethyl chloromethyl phosphonate；chloromethyl-phosphonic acid monoethyl ester；chloromethylphosphonic acid diethylester；Chlormethanphosphonsaeure-monoaethylester；Chlormethylphosphonsaeure-ethylester；Ethyl chloromethyl phosphonic acid；chloromethyl(ethoxy)phosphinic acid
• CAS: 1929-42-6
• 化学式: C₃H₈ClO₃P
• mdl: MFCD19232018
• 分子量: 158.521
• InChiKey: QLDHAICZNLDAEK-UHFFFAOYSA-N

物化性质

• 沸点：
  140-150 °C(Press: 0.006 Torr)
• 密度：
  1.383 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 水 作用下， 以 乙醇 为溶剂， 生成 O-ethylchloromethylphosphonic acid
  参考文献：
  名称：

  2-氨基甲基苯酚及其铜(II)配合物与磷酸酯的反应

  摘要：

  摘要在氮原子上具有不同疏水取代基的 2-烷基和 2-二烷基氨基甲基苯酚 (AMP) 及其铜 (II) 络合物 (CAMP) 与磷酸酯在乙醇水溶液中分两个阶段反应：磷酸化 AMP (PAMP)在第一阶段形成，然后水解成相应的酸。当氮原子上取代基的疏水性和空间位阻增加时，AMP 和 PAMP 的反应性显着降低。发现了 CAMP 的逆相关性。

  DOI：

  10.1007/bf02495075

文献信息

• Protolytic properties and reactivity of aminomethylated calix[4]resorcarenes in reactions with esters of phosphorus acids
  作者：I. S. Ryzhkina、L. A. Kudryavtseva、A. R. Mustafina、Yu. E. Morozova、E. Kh. Kazakova、K. M. Enikeev、A. I. Konovalov

  DOI：10.1007/bf02496160

  日期：1999.3

  acid-base properties and the kinetics of reactions of aminomethylated calix[4]resorcarenes (AMC) withp-nitrophenyl esters of phosphorus acids in aqueous solutions of propan-2-ol (80 vol.% PriOH) were studied by potentiometry, UV spectrophotometry, and31P NMR spectroscopy. The effect of the length of the hydrocarbon radical and substituents at the nitrogen atom on the protolytic properties and reactivity

  用电位计、紫外分光光度法研究了氨甲基化杯[4]间苯二酚(AMC)与磷酸的对硝基苯酯在丙-2-醇(80 vol.% PriOH)水溶液中的酸碱性质和反应动力学和 31 P NMR 光谱。研究了烃基的长度和氮原子上的取代基对AMC的质子分解性质和反应活性的影响。所研究的反应分两个阶段进行。在第一阶段，形成磷酸化的 AMC，在第二阶段水解成相应的酸。
• Catalysis of the hydrolysis of esters of phosphorus acids byn-decylammonium chloride /n-decylamine mixed micelles
  作者：R. F. Bakeeva、L. A. Kudryameva、V. E. Bel'skii、S. B. Fedorov、B. E. Ivanov

  DOI：10.1007/bf01457772

  日期：1996.8

  The effect ofn-decylammonium chloride/n-decylamine mixed micelles on the rate of hydrolysis of aryl esters of acids of four-coordinate phosphorus was studied spectrophotometrically. The shape of the concentration curves is characteristic of the micellar catalysis reactions. The binding constants of the substrate, critical micelle concentrations, and the rate constants in the micellar phase were determined

  采用分光光度法研究了正癸基氯化铵/正癸胺混合胶束对四配位磷酸芳基酯水解速率的影响。浓度曲线的形状是胶束催化反应的特征。确定了底物的结合常数、临界胶束浓度和胶束相中的速率常数。显示了基板结构对这些参数的特定影响。
• Control of the catalytic effect of cetyltrimethylammonium bromide micelles by the addition of background electrolyte and nonionic surfactant
  作者：A. B. Mirgorodskaya、L. Ya. Zakharova、F. G. Valeeva、A. V. Zakharov、L. Z. Rizvanova、L. A. Kudryavtseva、H. E. Harlampidi、A. I. Konovalov

  DOI：10.1007/s11172-007-0312-9

  日期：2007.10

  properties (surface potential, micropolarity, etc.) of the interface of cetyltrimethylammonium bromide micelles upon the addition of a background electrolyte or the nonionic surfactant Triton X-100 decreases the rates of ion-molecular reactions, namely, alkaline hydrolysis of carboxylic acid esters and tetracoordinate phosphorus acid esters, and results in the shift of acid-base equilibria.

  添加背景电解质或非离子表面活性剂 Triton X-100 后，十六烷基三甲基溴化铵胶束界面的微观性质（表面电位、微极性等）的变化降低了离子-分子反应的速率，即碱性水解羧酸酯和四配位磷酸酯，并导致酸碱平衡的移动。
• Sodium dodecyl sulfate—polyethyleneimine—water system. Self-organization and catalytic activity
  作者：L. Ya. Zakharova、F. G. Valeeva、D. B. Kudryavtsev、A. V. Bilalov、A. Ya. Tret ‘yakova、L. A. Kudryavtseva、A. I. Konovalov、V. P. Barabanov

  DOI：10.1007/s11172-005-0299-y

  日期：2005.3

  Concentration boundaries within which polymer—colloid structures exist in a sodium dodecyl sulfate—polyethyleneimine—water system were determined. The catalytic effect of this composition was found for the hydrolysis of phosphonic acid esters. The found acceleration of hydrolysis up to 25-fold is caused by reagent concentrating in a catalytic complex.

  确定了十二烷基硫酸钠-聚乙烯亚胺-水体系中存在聚合物-胶体结构的浓度边界。发现该组合物对膦酸酯的水解具有催化作用。发现的水解加速高达 25 倍是由试剂在催化复合物中浓缩引起的。
• Hydrolysis of phosphorus acid esters in the sodium bis(2-ethylhexyl)sulfosuccinate—n-nonane—polyethylene glycol—water supramolecular system before and after the percolation threshold
  作者：L. Ya. Zakharova、F. G. Valeeva、A. R. Ibragimova、L. A. Kudryavtseva、Yu. F. Zuev、L. V. Avvakumova、V. I. Kovalenko、A. I. Konovalov

  DOI：10.1007/s11172-007-0011-6

  日期：2007.1

  The kinetics of alkaline hydrolysis of O-ethyl O-p-nitrophenyl chloromethylphosphonate in a sodium bis(2-ethylhexyl)sulfosuccinate—n-nonane—polyethylene glycol—water reverse micellar system was studied in a wide range of concentrations of the surfactant and water. The sign of the catalytic effect of micelles is inverted in the presence of the polymer. A sharp change in the apparent rate constant of hydrolysis of the phosphonate was found in a region of the temperature percolation threshold.

  研究了在双(2-乙基己基)磺基琥珀酸钠-壬烷-聚乙二醇-水反向胶束体系中，O-乙基 O-对硝基苯基氯甲基膦酸的碱性水解动力学。在聚合物存在的情况下，胶束催化作用的符号发生了逆转。在温度渗透阈值区域，膦酸盐水解的表观速率常数发生了急剧变化。