3-溴丙基十二烷酸酯 | 101083-60-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-溴丙基十二烷酸酯
• 英文名称: dodecanoic acid 3-bromopropyl ester
• 英文别名: 3-bromopropyldodecanoate；lauric acid-(3-bromo-propyl ester)；Laurinsaeure-(3-brom-propylester)；Laurinsaeure-3-brompropylester；3-Bromopropyl dodecanoate
• CAS: 101083-60-7
• 化学式: C₁₅H₂₉BrO₂
• 分子量: 321.298
• InChiKey: UHLLYODWSSYYNQ-UHFFFAOYSA-N

物化性质

• 沸点：
  142-145 °C(Press: 0.2 Torr)
• 密度：
  1.097±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  18
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 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：

  三丁基,三丁酯 、 3-溴丙基十二烷酸酯 生成 (3-lauroyloxy-propyl)-phosphonic acid dibutyl ester
  参考文献：
  名称：

  Swern et al., Journal of Chemical and Engineering Data, 1958, vol. 3, p. 346,347

  摘要：

  DOI：
• 作为产物：
  描述：

  3-羟基丙基月桂酸酯 在 吡啶 、 二溴三苯基膦 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以97%的产率得到3-溴丙基十二烷酸酯
  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

• Unsaturated Cyclic Ureas as New Nontoxic Biodegradable Transdermal Penetration Enhancers I: Synthesis
  作者：Ooi Wong、J. Huntington、R. Konishi、J.H. Rytting、T. Higuchi

  DOI：10.1002/jps.2600771115

  日期：1988.11

  A new concept was implemented to reduce the toxicity of some new biodegradable transdermal penetration enhancers. These enhancers consist of 1-alkyl-4-imidazolin-2-one and a long-chain alkyl ester group at the N-3 position. The synthesis involves N-alkylation of the parent compound with soft alkylating agents which were prepared in high yields by an improved method. A phase transfer catalysis technique

  实施了新概念以减少某些新型可生物降解的透皮渗透促进剂的毒性。这些增强剂由1-烷基-4-咪唑啉-2-酮和在N-3位置的长链烷基酯基组成。该合成涉及用软烷基化剂对母体化合物进行N-烷基化，该软烷基化剂是通过改进的方法高产率制备的。发现在N-烷基化步骤中使用KOH作为碱，溴化四丁基铵作为催化剂，和甲苯作为溶剂的相转移催化技术是最有效的。
• WONG, OOT;HUNTINGTON, J.;KONISHI, R.;RYTTING, J. H.;HIGUCHI, T., J. PHARM. SCI., 77,(1988) N1, C. 967-971
  作者：WONG, OOT、HUNTINGTON, J.、KONISHI, R.、RYTTING, J. H.、HIGUCHI, T.

  DOI：——

  日期：——
• HIGUCHI, TAKERU;WONG, OOI
  作者：HIGUCHI, TAKERU、WONG, OOI

  DOI：——

  日期：——
• Contiguous versus Segmented Hydrophobicity in Micellar Systems
  作者：Fredric M. Menger、Ashley L. Galloway

  DOI：10.1021/ja040105s

  日期：2004.12.1

  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.
• Swern et al., Journal of Chemical and Engineering Data, 1958, vol. 3, p. 346,347
  作者：Swern et al.

  DOI：——

  日期：——