2-methoxyethyl ethylphosphonic acid | 170135-52-1

• 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: 2-methoxyethyl ethylphosphonic acid
• 英文别名: Ethyl(2-methoxyethoxy)phosphinic acid
• CAS: 170135-52-1
• 化学式: C₅H₁₃O₄P
• 分子量: 168.13
• InChiKey: JHIQVRPVMFYDRH-UHFFFAOYSA-N

物化性质

• 沸点：
  244.2±42.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-甲基-2-戊醇 、 2-methoxyethyl ethylphosphonic acid 在 silica gel 、 N,N'-二环己基碳二亚胺 作用下， 反应 1.83h， 以71.6%的产率得到O-1,3-dimethylbutyl 2-methoxyethyl ethylphosphonate
  参考文献：
  名称：

  Surface-Mediated Synthesis of O-Alkyl 2-Methoxyethyl Alkylphosphonates Under Solvent Free Conditions: Potential Marker of Nerve Agents

  摘要：

  This article describes rapid and efficient surface mediated synthesis of O-alkyl 2-methoxyethyl alkylphosphonates from alkylphosphonic acids and alcohols using dicyclohexyl carbodiimide (DCC)-Celite as a solid support. These compounds are markers of nerve agents. 2-Methoxyethyl methylphosphonic acids (2a-d) were reacted with various alcohols to yield O-alkyl 2-methoxyethyl alkylphosphonates (AMEAPs, 3a-m). This synthetic method has advantages over other methods in terms of selectivity, shorter reaction time, high yield, and easy work-up.

  DOI：

  10.1080/10426500903496705
• 作为产物：
  描述：

  乙二醇甲醚 、 乙基磷酸 在 silica gel 、 N,N'-二环己基碳二亚胺 作用下， 生成 2-methoxyethyl ethylphosphonic acid
  参考文献：
  名称：

  Surface-Mediated Synthesis of O-Alkyl 2-Methoxyethyl Alkylphosphonates Under Solvent Free Conditions: Potential Marker of Nerve Agents

  摘要：

  This article describes rapid and efficient surface mediated synthesis of O-alkyl 2-methoxyethyl alkylphosphonates from alkylphosphonic acids and alcohols using dicyclohexyl carbodiimide (DCC)-Celite as a solid support. These compounds are markers of nerve agents. 2-Methoxyethyl methylphosphonic acids (2a-d) were reacted with various alcohols to yield O-alkyl 2-methoxyethyl alkylphosphonates (AMEAPs, 3a-m). This synthetic method has advantages over other methods in terms of selectivity, shorter reaction time, high yield, and easy work-up.

  DOI：

  10.1080/10426500903496705

文献信息

• DCC–Celite hybrid immobilized solid support as a new, highly efficient reagent for the synthesis of O-alkyl hydrogen alkylphosphonates under solvent-free conditions
  作者：A.K. Gupta、Rajesh Kumar、H.K. Gupta、Vijay Tak、D.K. Dubey

  DOI：10.1016/j.tetlet.2008.01.016

  日期：2008.3

  An efficient and solvent-free synthesis of O-alkyl hydrogen alkyl phosphonates is described. The methodology involves the condensation of alkyl phosphonic acids using DCC-Celite under solvent-free conditions. (c) 2008 Elsevier Ltd. All rights reserved.