diethyl (E)-2-(dimethylamino)prop-1-enephosphonate | 709673-50-7

• 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: diethyl (E)-2-(dimethylamino)prop-1-enephosphonate
• 英文别名: (E)-1-diethoxyphosphoryl-N,N-dimethylprop-1-en-2-amine
• CAS: 709673-50-7
• 化学式: C₉H₂₀NO₃P
• 分子量: 221.236
• InChiKey: CVZKQPWSPJMJTG-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl (E)-2-(dimethylamino)prop-1-enephosphonate 在 水 作用下， 生成 丙酮基膦酸二乙酯
  参考文献：
  名称：

  Addition of Secondary Amines to Alkynephosphonates

  摘要：

  Addition of secondary amines to diethyl alkynephosphonates, catalyzed by Cu(I) salts, proceeds regio- and stereospecifically and yields diethyl (E)-2-diethylaminooalkenephosphonates. The E configuration was established by analysis of the vicinal coupling constants between the phosphorus and carbon nuclei in the C-13 NMR spectra of the reaction products and model compounds: (3)J(PC) is 6-10 Hz at the cis arrangement of the coupled nuclei and 16 Hz or higher at the trans arrangement. In all the diethyl diethylaminoalkenephosphonates obtained, (3)J(PC) is about 5 Hz, suggesting cis addition.

  DOI：

  10.1023/b:rugc.0000018649.77735.cf
• 作为产物：
  描述：

  二甲胺 、 diethyl phosphorylpropyne 在 copper(l) chloride 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以72%的产率得到diethyl (E)-2-(dimethylamino)prop-1-enephosphonate
  参考文献：
  名称：

  Addition of Secondary Amines to Alkynephosphonates

  摘要：

  Addition of secondary amines to diethyl alkynephosphonates, catalyzed by Cu(I) salts, proceeds regio- and stereospecifically and yields diethyl (E)-2-diethylaminooalkenephosphonates. The E configuration was established by analysis of the vicinal coupling constants between the phosphorus and carbon nuclei in the C-13 NMR spectra of the reaction products and model compounds: (3)J(PC) is 6-10 Hz at the cis arrangement of the coupled nuclei and 16 Hz or higher at the trans arrangement. In all the diethyl diethylaminoalkenephosphonates obtained, (3)J(PC) is about 5 Hz, suggesting cis addition.

  DOI：

  10.1023/b:rugc.0000018649.77735.cf

文献信息

• Addition of Secondary Amines to Alkynephosphonates
  作者：A. E. Panarina、A. V. Dogadina、B. I. Ionin

  DOI：10.1023/b:rugc.0000018649.77735.cf

  日期：2003.11

  Addition of secondary amines to diethyl alkynephosphonates, catalyzed by Cu(I) salts, proceeds regio- and stereospecifically and yields diethyl (E)-2-diethylaminooalkenephosphonates. The E configuration was established by analysis of the vicinal coupling constants between the phosphorus and carbon nuclei in the C-13 NMR spectra of the reaction products and model compounds: (3)J(PC) is 6-10 Hz at the cis arrangement of the coupled nuclei and 16 Hz or higher at the trans arrangement. In all the diethyl diethylaminoalkenephosphonates obtained, (3)J(PC) is about 5 Hz, suggesting cis addition.