5-(octadecylcarbamoyl)-cis,cis-1,3,5-trimethylcyclohexane-1,3-dicarboxylic anhydride | 135365-31-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 5-(octadecylcarbamoyl)-cis,cis-1,3,5-trimethylcyclohexane-1,3-dicarboxylic anhydride
• CAS: 135365-31-0
• 化学式: C₃₀H₅₃NO₄
• 分子量: 491.755
• InChiKey: UMZOYWSPUBMLJZ-RLPLKTQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.65
• 重原子数：
  35.0
• 可旋转键数：
  18.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  72.47
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-(octadecylcarbamoyl)-cis,cis-1,3,5-trimethylcyclohexane-1,3-dicarboxylic anhydride 在 吡啶 作用下， 生成 cis,cis-1,5,7-trimethyl-3-octadecyl-2,4-dioxo-3-azabicyclo<3.3.1>nonane-7-carboxylic acid
  参考文献：
  名称：

  Ikeura, Yasuhiro; Honda, Yoshihiro; Kurihara, Kazue, Chemistry Letters, 1990, p. 169 - 172

  摘要：

  DOI：
• 作为产物：
  描述：

  KEMP'S TRIACID 在 氯化亚砜 作用下， 以 四氢呋喃 为溶剂， 生成 5-(octadecylcarbamoyl)-cis,cis-1,3,5-trimethylcyclohexane-1,3-dicarboxylic anhydride
  参考文献：
  名称：

  Ikeura, Yasuhiro; Honda, Yoshihiro; Kurihara, Kazue, Chemistry Letters, 1990, p. 169 - 172

  摘要：

  DOI：

文献信息

• Molecular recognition at the air-water interface. Specific binding of nitrogen aromatics and amino acids by monolayers of long-chain derivatives of Kemp's acid
  作者：Yasuhiro Ikeura、Kazue Kurihara、Toyoki Kunitake

  DOI：10.1021/ja00019a035

  日期：1991.9

  Long-chain derivatives of Kemp's acid formed stable monolayers at the air-water interface, where the carboxylic acid groups produced the cyclic dimer species and served as a molecular cleft for specific binding of nitrogen aromatics and amino acids. The structure of the long-chain substituents was crucial for forming the cyclic dimer. Combinations of FT-IR, XPS, and UV spectroscopies of LB films and surface pressure-area isotherms revealed that substrates of complementary shape and functionality bound to the cleft mainly by hydrogen bonding. Phthalazine formed the 1:2 (substrate/amphiphile) complex, and enhanced binding of phthalazine (binding constant, 30 M-1) compared to that of quinazoline, quinoxaline, and pyridazine was ascribable to the proper location of nitrogen atoms within the molecule as well as smaller solubility in water. A more basic substrate, benzimidazole, bound to the monolayer 5 times more strongly probably in a form of the 1:1 complex. It is remarkable that significant substrate binding was attained even when the host monolayer and the substrates remained in exposure to the aqueous microenvironment. The monolayer of octadecanoic acid was not an effective receptor, implying that the convergent carboxylic acids were the intrinsic element of the molecular recognition.