2-ethylhexyl methylphosphonic acid | 13688-82-9

• 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-ethylhexyl methylphosphonic acid
• 英文别名: 2-ethylhexyl methylphosphonate；EHMPA；Methylphosphonsaeure-mono-2-ethyl-hexyl-ester；Mono-(2-ethyl-hexyl)-methylphosphonat；2-ethylhexoxy(methyl)phosphinic acid
• CAS: 13688-82-9
• 化学式: C₉H₂₁O₃P
• 分子量: 208.238
• InChiKey: NBJYMLJVPOYQDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 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：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-ethylhexyl methylphosphonic acid 在 氯化亚砜 作用下， 生成 Methylphosphonsaeure-(2-ethyl-hexylester)-chlorid
  参考文献：
  名称：

  Petrov,K.A. et al., Journal of applied chemistry of the USSR, 1966, vol. 39, p. 2621 - 2624

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙基己醇 、 甲基膦酸 在 苯胂酸 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以62.9%的产率得到2-ethylhexyl methylphosphonic acid
  参考文献：
  名称：

  烷基甲基膦酸，有机磷CWA的降解产物—制备和直接定量GC-FID分析

  摘要：

  获得了七种烷基甲基膦酸，它们是有机磷化学战剂的水解降解产物，具有很高的纯度（大多高于98％），目的是用作将来认证的参考材料。合成了MPA的乙基（EMPA），异丙基（IMPA），频哪醇（PMPA），丁基（BUMPA），异丁基（IBUMPA），环己基（CHMPA）和2-乙基己基（EHMPA）单酯，并通过MS EI，FTIR和NMR进行了表征（1 H，13 C，31P），TLC以及衍生化后的GC和GC-MS。建立了在非衍生化烷基甲基膦酸的CP-FFAP CB柱上直接定量GC FID分析的条件。这是对游离烷基膦酸进行定向GC分析的首次成功尝试。确定了它们的化学纯度，并用GC-FID方法评估了其中一些的定量极限（LOQ）值。

  DOI：

  10.2478/s11532-010-0102-3

文献信息

• PREPARATION, DERIVATIZATION WITH TRIMETHYLSILYLDIAZOMETHANE, AND GC/MS ANALYSIS OF A “POOL” OF ALKYL METHYLPHOSPHONIC ACIDS FOR USE AS QUALITATIVE STANDARDS IN SUPPORT OF COUNTERTERRORISM AND THE CHEMICAL WEAPONS CONVENTION
  作者：Michael D. Crenshaw、David B. Cummings

  DOI：10.1080/10426500490459632

  日期：2004.6

  There are hundreds of nerve agents in the class of alkyl methylphosphonofluoridates covered by Schedule 1 of the CWC (Chemical Weapons Convention). Hydrolysis of these sarin-like nerve agents results in all equal number of alkyl methylphosphonic acids. These allkyl methylphosphonic acids are persistent and provide good evidence of specific agent production or use. In order to support the CWC and counterterrorism activities, it is desirable to have ready access to each of these hydrolysis products for use as qualitative standards. A means for simultaneously producing multiple alkyl methylphosphonates from methylphosphonic acid and the corresponding alcohols was developed. Derivatization of these alkyl methylphosphonic acids with trimethylsilyldiazomethane yields the corresponding methyl esters which are suitable for GC/MS analysis.
• Shape and Aggregating Tendency. The Aggregating Behavior of Eight Esters of Eight-Carbon Carboxylic Acids
  作者：Xi-Kui Jiang、Guo-Zhen Ji、Bo Tu、Xin-Yu Zhang、Ji-Liang Shi、Xin Chen

  DOI：10.1021/ja00156a003

  日期：1995.12

  The aggregating tendencies of eight p-nitrophenyl esters of eight-carbon carboxylic acids (1-8) and two O-octyl phosphonates (10, 11) have been evaluated by measuring their critical aggregate concentrations (CAgC's). Results show that (1) branching reduces aggregating tendency and (2) flexibility of the hydrocarbon chain favors aggregation. The behavior of a ''spheroidal'' molecule 8 shows that shape is undoubtedly an important factor that affects the aggregating tendency. This conclusion is unmistakably confirmed by the CAgC of an ester of the seven-carbon acid 9.
• Evdakov,V.P.; Mizrakh,L.I., Journal of general chemistry of the USSR, 1964, vol. 34, p. 1860 - 1862
  作者：Evdakov,V.P.、Mizrakh,L.I.

  DOI：——

  日期：——
• CHAUZOV, V. A.;STUDNEV, YU. N.;USTINOV, A. A.;LYASHKO, R. A.;FOKIN, A. V.
  作者：CHAUZOV, V. A.、STUDNEV, YU. N.、USTINOV, A. A.、LYASHKO, R. A.、FOKIN, A. V.

  DOI：——

  日期：——
• Alkyl methylphosphonic acids, the degradation products of organophosphorous CWA — preparation and direct quantitative GC-FID analysis
  作者：Iwona Połeć、Anna Kiełczewska、Leszek Konopski、Grażyna Oleksa、Hanna Krukowska、Jan Legocki

  DOI：10.2478/s11532-010-0102-3

  日期：2010.12.1

  Seven alkyl methylphosphonic acids, products of hydrolytic degradation of organophosphorus chemical warfare agents, were obtained with a high purity (mostly above 98%), with the aim of being applyed as future certified reference materials. Ethyl (EMPA), isopropyl (IMPA), pinacolyl (PMPA), butyl (BUMPA), isobutyl (IBUMPA), cyclohexyl (CHMPA) and 2-ethylhexyl (EHMPA) monoesters of MPA were synthesized

  获得了七种烷基甲基膦酸，它们是有机磷化学战剂的水解降解产物，具有很高的纯度（大多高于98％），目的是用作将来认证的参考材料。合成了MPA的乙基（EMPA），异丙基（IMPA），频哪醇（PMPA），丁基（BUMPA），异丁基（IBUMPA），环己基（CHMPA）和2-乙基己基（EHMPA）单酯，并通过MS EI，FTIR和NMR进行了表征（1 H，13 C，31P），TLC以及衍生化后的GC和GC-MS。建立了在非衍生化烷基甲基膦酸的CP-FFAP CB柱上直接定量GC FID分析的条件。这是对游离烷基膦酸进行定向GC分析的首次成功尝试。确定了它们的化学纯度，并用GC-FID方法评估了其中一些的定量极限（LOQ）值。