Phosphoric acid didecyl ester 4-nitro-phenyl ester | 194425-89-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Phosphoric acid didecyl ester 4-nitro-phenyl ester
• 英文别名: Didecyl 4-nitrophenyl phosphate；didecyl (4-nitrophenyl) phosphate
• CAS: 194425-89-3
• 化学式: C₂₆H₄₆NO₆P
• 分子量: 499.628
• InChiKey: GOVBSCLWGZFXEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  34
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-硝基苯二氯化磷 、 癸醇 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 以68%的产率得到Phosphoric acid didecyl ester 4-nitro-phenyl ester
  参考文献：
  名称：

  Preparation and Characterization of Vesicles from Mono-n-alkyl Phosphates and Phosphonates

  摘要：

  The aggregation properties of different linear, single-chain alkyl phosphates and phosphonates in water were investigated at concentrations of up to 50 mM as a function of pH, focusing in particular on spontaneous vesicle formation. Under conditions where about half the molecules are monoionic and half the molecules are completely protonated (pH approximate to 2), n-dodecylphosphoric acid, n-decylphosphonic acid, and n-dodecylphosphonic acid spontaneously form vesicles at room temperature. For n-hexadecylphosphoric acid, stable vesicles only form above similar to 40 degrees C. The presence of vesicles was evidenced by light and electron microscopy and in the case of n-dodecylphosphoric acid by entrapment experiments using as water soluble probes glucose, dextran, and pepsin. The phase-transition temperature of vesicles of n-dodecylphosphoric acid was 2.3 degrees C, as determined by differential scanning calorimetry. For n-hexadecylphosphoryladenosine evidence for micelle formation has been obtained with a cmc of 20-50 mu M at 25 degrees C. In an experimental extension of the vesicle self-reproduction principles to phosphoamphiphiles, results are also presented on the alkaline hydrolysis of the water-insoluble di-n-decyl-4-nitrophenyl phosphate, which led to the formation of 4-nitrophenol and di-n-decyl phosphate, the latter being a known vesicle-forming amphiphile.

  DOI：

  10.1021/jp970898n

文献信息

• Preparation and Characterization of Vesicles from Mono-<i>n</i>-alkyl Phosphates and Phosphonates
  作者：Peter Walde、Michaela Wessicken、Ulf Rädler、Nathalie Berclaz、Kilian Conde-Frieboes、Pier Luigi Luisi

  DOI：10.1021/jp970898n

  日期：1997.9.1

  The aggregation properties of different linear, single-chain alkyl phosphates and phosphonates in water were investigated at concentrations of up to 50 mM as a function of pH, focusing in particular on spontaneous vesicle formation. Under conditions where about half the molecules are monoionic and half the molecules are completely protonated (pH approximate to 2), n-dodecylphosphoric acid, n-decylphosphonic acid, and n-dodecylphosphonic acid spontaneously form vesicles at room temperature. For n-hexadecylphosphoric acid, stable vesicles only form above similar to 40 degrees C. The presence of vesicles was evidenced by light and electron microscopy and in the case of n-dodecylphosphoric acid by entrapment experiments using as water soluble probes glucose, dextran, and pepsin. The phase-transition temperature of vesicles of n-dodecylphosphoric acid was 2.3 degrees C, as determined by differential scanning calorimetry. For n-hexadecylphosphoryladenosine evidence for micelle formation has been obtained with a cmc of 20-50 mu M at 25 degrees C. In an experimental extension of the vesicle self-reproduction principles to phosphoamphiphiles, results are also presented on the alkaline hydrolysis of the water-insoluble di-n-decyl-4-nitrophenyl phosphate, which led to the formation of 4-nitrophenol and di-n-decyl phosphate, the latter being a known vesicle-forming amphiphile.