diisopropyl N-methyl-N-propylphosphoramidate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: diisopropyl N-methyl-N-propylphosphoramidate
• 英文别名: N-di(propan-2-yloxy)phosphoryl-N-methylpropan-1-amine
• 化学式: C₁₀H₂₄NO₃P
• 分子量: 237.279
• InChiKey: RTDRNVJFTPCOEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  亚磷酸二异丙酯 在 三氯异氰尿酸 、 三乙胺 作用下， 以 乙醚 、 乙腈 为溶剂， 反应 0.5h， 生成 diisopropyl N-methyl-N-propylphosphoramidate
  参考文献：
  名称：

  Efficient and Convenient One‐Pot Synthesis of Phosphoramidates and Phosphates

  摘要：

  A simple and efficient one-pot method is described for the synthesis of phosphoramidates/phosphates in excellent yields from dialkylphosphites and trichloroisocyanuric acid in acetonitrile and subsequent treatment with dialkyl amines/ alcohols. The procedure is operationally simple, has reduced reaction times, and uses a one-pot procedure.

  DOI：

  10.1080/00397910701483662

文献信息

• N,N′-Dichlorobis(2,4,6-trichlorophenyl)urea (CC-2): an Efficient Reagent for the Synthesis of Chemical Weapons Convention-Related Dialkyl-N,N-dialkylphosphoramidates from Dialkylphosphites
  作者：Arvind K. Gupta、Deepak Pardasani、Hemendra K. Gupta、Devendra K. Dubey

  DOI：10.1071/ch07081

  日期：——

  The present paper describes the one-pot synthesis of dialkyl N,N-dialkylphosphoramidates (DADAP) from dialkylphosphites and dialkylamines using N,N′-dichlorobis(2,4,6-trichlorophenyl)urea (CC-2) as chlorinating reagent. DADAP belong to the schedule 2.B.6 category of the Chemical Weapons Convention (CWC), as they are the important markers of the chemical warfare agent tabun and its analogues. The study was undertaken to develop the spectral database of DADAP for verification of CWC. The reported synthetic strategy can be adopted to rapidly synthesize several analogues of DADAP during official proficiency tests.

  本文介绍了以 N,N′-二氯双(2,4,6-三氯苯基)脲（CC-2）为氯化试剂，从二烷基亚磷酸盐和二烷基胺中一步合成 N,N-二烷基磷酰胺酸二烷基酯（DADAP）的方法。DADAP 属于《化学武器公约》附表 2.B.6，是化学战剂塔崩及其类似物的重要标记。这项研究旨在开发 DADAP 的光谱数据库，用于《化学武器公约》的核查。所报告的合成策略可用于在官方能力测试中快速合成多种 DADAP 类似物。
• Dichlorodimethyl Hydantoin: An Efficient Reagent for One-Pot Synthesis of CWC-Related O,O-dialkyl, N,N-dialkyl Phosphoramidates
  作者：Arvind K. Gupta、Devendra K. Dubey、M. P. Kaushik

  DOI：10.1080/10426500701724514

  日期：2008.6.9

  A simple, rapid, economical, and efficient one-pot synthetic method for preparation of O,O-dialkyl, N,N-dialkylphosphoramidates (DADAPs) and phosphates has been developed.

  开发了一种简单、快速、经济、高效的一锅合成方法，用于制备 O,O-二烷基、N,N-二烷基氨基磷酸酯 (DADAPs) 和磷酸盐。
• Efficient and Convenient One‐Pot Synthesis of Phosphoramidates and Phosphates
  作者：A. K. Gupta、J. Acharya、D. K. Dubey、M. P. Kaushik

  DOI：10.1080/00397910701483662

  日期：2007.9.1

  A simple and efficient one-pot method is described for the synthesis of phosphoramidates/phosphates in excellent yields from dialkylphosphites and trichloroisocyanuric acid in acetonitrile and subsequent treatment with dialkyl amines/ alcohols. The procedure is operationally simple, has reduced reaction times, and uses a one-pot procedure.