3-(dipropoxyphosphoryl)propanenitrile | 64268-77-5

• 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: 3-(dipropoxyphosphoryl)propanenitrile
• 英文别名: Dipropyl (2-cyanoethyl)phosphonate；3-dipropoxyphosphorylpropanenitrile
• CAS: 64268-77-5
• 化学式: C₉H₁₈NO₃P
• 分子量: 219.221
• InChiKey: ZEOMEBSQRISRHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 3-(dipropoxyphosphoryl)propanenitrile 在 sodium methylate 作用下， 反应 18.0h， 以27%的产率得到methyl 3-(dipropoxyphosphoryl)propanimidate
  参考文献：
  名称：

  Base-Catalyzed Reaction of Cyanoalkylphosphonates with Methanol

  摘要：

  The equilibrium conversion of nitriles in the reaction of cyanoalkylphosphonates with methanol in the presence of sodium methylate, as determined by potentiometric titration with perchloric acid in nitromethane, varies from 58 to 17.7%. The practical yields of imidates were evaluated by a preparative procedure of isolation of purified imidates from the reaction mixtures (56-14%). Because of the low conversions of nitriles, the reaction is expedient to use only for preparing alkyl (dialkoxyphosphoryl)acetimidates.

  DOI：

  10.1023/b:rugc.0000007641.75102.0f

文献信息

• Base-Catalyzed Reaction of Cyanoalkylphosphonates with Methanol
  作者：V. E. Shishkin、E. V. Mednikov、B. I. No†

  DOI：10.1023/b:rugc.0000007641.75102.0f

  日期：2003.8

  The equilibrium conversion of nitriles in the reaction of cyanoalkylphosphonates with methanol in the presence of sodium methylate, as determined by potentiometric titration with perchloric acid in nitromethane, varies from 58 to 17.7%. The practical yields of imidates were evaluated by a preparative procedure of isolation of purified imidates from the reaction mixtures (56-14%). Because of the low conversions of nitriles, the reaction is expedient to use only for preparing alkyl (dialkoxyphosphoryl)acetimidates.