5-(decyloxy)-5-oxopentanoic acid | 97526-58-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 5-(decyloxy)-5-oxopentanoic acid
• 英文别名: pentanedioic acid monodecyl ester；Glutarsaeure-decylester；Adipinsaeure-monodecylester；5-Decoxy-5-oxopentanoic acid
• CAS: 97526-58-4
• 化学式: C₁₅H₂₈O₄
• 分子量: 272.385
• InChiKey: LKSWDKHFKYWPAU-UHFFFAOYSA-N

物化性质

• 沸点：
  214-230 °C(Press: 3 Torr)
• 密度：
  0.993±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(decyloxy)-5-oxopentanoic acid 在 吡啶 、 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 氯化亚砜 、 三氯异氰尿酸 、 三乙胺 、 sodium bromide 作用下， 以 二氯甲烷 、 氯仿 、 碳酸氢钠 、 丙酮 为溶剂， 反应 60.0h， 生成
  参考文献：
  名称：

  Sodium Ion Internalized within Phospholipid Membranes

  摘要：

  Seven phospholipids, modified with ester groups in their hydrophobic chains, were synthesized and examined for their ability to promote sodium ion flux across vesicular membranes. It was found by 23Na NMR that only the phospholipids having short chain segments beyond their terminal ester groups catalyze sodium ion transfer by up to 2 orders of magnitude relative to a conventional phospholipid, POPC. The rates increase with the concentration of the ester-phospholipid admixed with POPC in the bilayer. More surprisingly, the rates increase with the time allowed for the vesicles to age. This was attributed to ester-phospholipid migrating in the bilayers to form domains that solubilize the sodium ion within the hydrocarbon interior of the membrane. Such membrane domains explain why shift reagent-modified NMR spectra display three 23Na signals representing sodium outside the vesicles, sodium within the vesicular water pools, and sodium within the membranes themselves.

  DOI：

  10.1021/ja065702o
• 作为产物：
  描述：

  戊二酸酐 、 癸醇 以85%的产率得到5-(decyloxy)-5-oxopentanoic acid
  参考文献：
  名称：

  Contiguous versus Segmented Hydrophobicity in Micellar Systems

  摘要：

  This paper addresses a question not yet posed systematically in surfactant chemistry: How do the colloidal properties of surfactants respond to insertion of non-hydrocarbon functionalities (i.e., ester groups) within chains that are normally entirely hydrocarbon? In answering this question, two classes of such chain-modified surfactants were discovered. One class forms only small aggregates with noncooperative self-assembly, low foaming, high areas of occupancy at the air/water interface, and weak solid-adsorption and solubilization properties. The other class is much more normal with regard to these properties and, in fact, can even exceed conventional surfactants in mesitylene solubilization. Differences between the two categories of chain-modified surfactants originate from the degree of segmentation of the hydrocarbon and, in particular, upon the location of the longest segment. Segmented hydrophobicity, having in principle a "hydrophobic potential" similar to that of a contiguous hydrophobicity of equal length, can induce aggregation but, concurrently, alters the mode of assembly into films and micelles.

  DOI：

  10.1021/ja040105s

文献信息

• Freidlin,G.N. et al., Journal of general chemistry of the USSR, 1963, vol. 33, p. 919 - 922
  作者：Freidlin,G.N. et al.

  DOI：——

  日期：——