4-bromobutyl hexyl pentanedioate | 821015-79-6

• 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: 4-bromobutyl hexyl pentanedioate
• 英文别名: 4-Bromobutyl hexyl pentanedioate；5-O-(4-bromobutyl) 1-O-hexyl pentanedioate
• CAS: 821015-79-6
• 化学式: C₁₅H₂₇BrO₄
• 分子量: 351.281
• InChiKey: XVPPGJPBYGOIIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  三甲胺 、 4-bromobutyl hexyl pentanedioate 以 乙醇 为溶剂， 反应 48.0h， 以44%的产率得到
  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
• 作为产物：
  描述：

  戊二酸单己基酯 在 吡啶 、 氯化亚砜 、 二溴三苯基膦 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 25.0h， 生成 4-bromobutyl hexyl pentanedioate
  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

• 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.