2-乙基己基二氯膦酸酯 | 45088-64-0

• 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
• 中文名称: 2-乙基己基二氯膦酸酯
• 英文名称: 2-ethylhexyl phosphorodichloridate
• 英文别名: dichlorophosphoric acid-(2-ethyl-hexyl ester)；Dichlorophosphorsaeure-(2-aethyl-hexylester)；2-ethylhexyl phosphoric acid dichloride；3-(dichlorophosphoryloxymethyl)heptane
• CAS: 45088-64-0
• 化学式: C₈H₁₇Cl₂O₂P
• 分子量: 247.102
• InChiKey: DHFXUHMIKARKJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-乙基己基二氯膦酸酯 、 甲苯磺酸胆碱 在 吡啶 、 水 作用下， 以 氯仿 为溶剂， 反应 1.0h， 生成 2-ethylhexyl 2-(trimethylammonio)ethyl phosphate
  参考文献：
  名称：

  Relationship between aggregation properties and antimicrobial activities of alkylphosphocholines with branched alkyl chains

  摘要：

  Synthesis of five alkylphosphocholines with branched alkyl chains (Isophol-PCs) with different length of alkyl chains was described. Isophol(8)-PC and Isophol(12)-PC represent new compounds. The physicochemical properties of Isophol-PCs were determined, critical micelle concentration and types of formed aggregates in aqueous solutions were investigated. The biological activities of Isophol-PCs have been studied for the first time in the present study. Antimicrobial activities of alkylphosphocholines were studied against bacteria (Staphylococcus aureus, Escherichia coli), yeast (Candida albicans) and pathogenic free-living amoebae (Acanthamoeba lugdunensis and Acanthamoeba quina). A. lugdunensis and A. quina are relatively insusceptible to action of miltefosine (standard compound of alkylphosphocholines) and therefore they are good models for studies of amoebicidal action of the investigated compounds. Relationship between structure, physico-chemical and biological activities of Isophol-PCs was discussed. S. aureus and C. albicans were sensitive to action of Isophol(16)-PC, Isophol(20)-PC. E. coli was not sensitive to action of all studied alkylphosphocholines in the concentrations equal to, or less than 10 mM. Among all the synthesized compounds, Isophol(16)-PC had the highest level of activity against both strains of Acanthamoeba. The minimum trophocidal concentrations of lsophol(16)-PC against A. lugdunensis and A. quina are about four times lower than the minimum trophocidal concentrations of miltefosine against booth strains. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ijpharm.2011.11.047
• 作为产物：
  描述：

  2-乙基己醇 在 三乙胺 、 三氯氧磷 作用下， 以 氯仿 为溶剂， 反应 2.0h， 生成 2-乙基己基二氯膦酸酯
  参考文献：
  名称：

  Relationship between aggregation properties and antimicrobial activities of alkylphosphocholines with branched alkyl chains

  摘要：

  Synthesis of five alkylphosphocholines with branched alkyl chains (Isophol-PCs) with different length of alkyl chains was described. Isophol(8)-PC and Isophol(12)-PC represent new compounds. The physicochemical properties of Isophol-PCs were determined, critical micelle concentration and types of formed aggregates in aqueous solutions were investigated. The biological activities of Isophol-PCs have been studied for the first time in the present study. Antimicrobial activities of alkylphosphocholines were studied against bacteria (Staphylococcus aureus, Escherichia coli), yeast (Candida albicans) and pathogenic free-living amoebae (Acanthamoeba lugdunensis and Acanthamoeba quina). A. lugdunensis and A. quina are relatively insusceptible to action of miltefosine (standard compound of alkylphosphocholines) and therefore they are good models for studies of amoebicidal action of the investigated compounds. Relationship between structure, physico-chemical and biological activities of Isophol-PCs was discussed. S. aureus and C. albicans were sensitive to action of Isophol(16)-PC, Isophol(20)-PC. E. coli was not sensitive to action of all studied alkylphosphocholines in the concentrations equal to, or less than 10 mM. Among all the synthesized compounds, Isophol(16)-PC had the highest level of activity against both strains of Acanthamoeba. The minimum trophocidal concentrations of lsophol(16)-PC against A. lugdunensis and A. quina are about four times lower than the minimum trophocidal concentrations of miltefosine against booth strains. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ijpharm.2011.11.047

文献信息

• Phosphate ester compositions and process for preparing them
  申请人：MONSANTO EUROPE S.A.

  公开号：EP0000240A1

  公开（公告）日：1979-01-10

  Flame retarding and plasticizing compositions for vinyl-chloride polymers comprising (i) a first phosphat ester component containing at least one C6-12 alkyl diphenyl phosphate and (ii) triphenyl phosphate having proportions of (i) to (ii) in the range of 1.8:1 to 5.5:1 are stable homogeneous liquids at low temperatures when prepared by a process in which a phosphorus oxyhalide is reacted with an excess of an alkali metal phenate to form a mixture containing triphenyl phosphate and alkali metal phenate, and the alkali metal phenate in that mixture is reacted with a C6-12 alkyl phosphrordichloridate.

  用于氯乙烯聚合物的阻燃和增塑组合物，包括(i)含有至少一种 C6-12 烷基二苯基磷酸酯的第一磷酯组分和(ii)(i)与(ii)比例在 1.8:1 至 5.5:1 范围内的磷酸三苯酯。5:1的磷酸三苯酯在低温下是稳定的均质液体，其制备方法是将氧卤化磷与过量的碱金属苯甲酸酯反应，形成含有磷酸三苯酯和碱金属苯甲酸酯的混合物，再将混合物中的碱金属苯甲酸酯与C6-12烷基二氯磷酸酯反应。
• Petrov, K. A.; Chauzov, V. A.; Agafonov, S. ,V., Journal of general chemistry of the USSR, 1980, vol. 50, # 7, p. 1227 - 1230
  作者：Petrov, K. A.、Chauzov, V. A.、Agafonov, S. ,V.

  DOI：——

  日期：——
• Chemical and Physical Properties of Alkyl Aryl Phosphates
  作者：H. R. Gamrath、R. E. Hatton、W. E. Weesner

  DOI：10.1021/ie50529a062

  日期：1954.1
• Shimomura; Takemoto, Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1957, vol. 60, p. 1030
  作者：Shimomura、Takemoto

  DOI：——

  日期：——
• DE1008745
  申请人：——

  公开号：——

  公开（公告）日：——