5,5-di(n-dodecyl)barbituric acid | 151889-79-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5,5-di(n-dodecyl)barbituric acid
• 英文别名: 5,5-didodecylbarbituric acid；Di(n-dodecyl)barbituric acid；5,5-didodecyl-1,3-diazinane-2,4,6-trione
• CAS: 151889-79-1
• 化学式: C₂₈H₅₂N₂O₃
• 分子量: 464.732
• InChiKey: WVHMJOYZQLWGKB-UHFFFAOYSA-N

物化性质

• 密度：
  0.945±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  33
• 可旋转键数：
  22
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  75.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,2'-bisdodecyl propane dioic acid diethyl ester 、 尿素 在 硫酸 、 sodium 作用下， 生成 5,5-di(n-dodecyl)barbituric acid
  参考文献：
  名称：

  Molecular Recognition of Amphiphilic Di(dodecyl)barbituric Acid with Long-Chain Alkylated Adenine and Thymine Derivatives

  摘要：

  The interaction of didodecylbarbituric acid with 9-hexadecyladenine or 1-hexadecylthymine through molecular recognition of their complementary moieties is investigated in aprotic solvents and in the bulk. In solution, complex formation was established by NMR spectroscopy while their association constants were determined in heptane by UV spectroscopy at low concentrations in contrast to the determination with NMR or infrared spectroscopy which requires higher concentrations. Intermolecular hydrogen bonding complexation was investigated in the bulk phase, by FT-IR spectroscopy, as a function of the temperature. Due to the bulkiness of the adenine derivative, 1:1 complexation occurs with barbituric acid derivative although the latter possesses two binding sites. The complex formed is stable within a broad temperature range, viz., from room temperature to the second endothermic transition, associated with the complete melting of the interacting mixture. Thymine derivative, on the contrary, forms with alkylated barbituric acid both 1:1 and 1:2 hydrogen-bonded complexes which are stable even at temperatures exceeding second phase transition attributed again to the completion of the sample melting.

  DOI：

  10.1021/jp9603344

文献信息

• Molecular Recognition of Amphiphilic Di(dodecyl)barbituric Acid with Long-Chain Alkylated Adenine and Thymine Derivatives
  作者：Dimitris Tsiourvas、Zili Sideratou、Artemios A. Haralabakopoulos、George Pistolis、Constantinos M. Paleos

  DOI：10.1021/jp9603344

  日期：1996.1.1

  The interaction of didodecylbarbituric acid with 9-hexadecyladenine or 1-hexadecylthymine through molecular recognition of their complementary moieties is investigated in aprotic solvents and in the bulk. In solution, complex formation was established by NMR spectroscopy while their association constants were determined in heptane by UV spectroscopy at low concentrations in contrast to the determination with NMR or infrared spectroscopy which requires higher concentrations. Intermolecular hydrogen bonding complexation was investigated in the bulk phase, by FT-IR spectroscopy, as a function of the temperature. Due to the bulkiness of the adenine derivative, 1:1 complexation occurs with barbituric acid derivative although the latter possesses two binding sites. The complex formed is stable within a broad temperature range, viz., from room temperature to the second endothermic transition, associated with the complete melting of the interacting mixture. Thymine derivative, on the contrary, forms with alkylated barbituric acid both 1:1 and 1:2 hydrogen-bonded complexes which are stable even at temperatures exceeding second phase transition attributed again to the completion of the sample melting.