N-Undecyl-dodecan-amid | 153645-29-5

• 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: N-Undecyl-dodecan-amid
• 英文别名: N-undecyldodecanamide
• CAS: 153645-29-5
• 化学式: C₂₃H₄₇NO
• 分子量: 353.632
• InChiKey: BPSZFHWGCBPKJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  25
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  Lauroyl azide 以 二甲基亚砜 为溶剂， 生成 N-Undecyl-dodecan-amid
  参考文献：
  名称：

  由链烷酰胺盐和链烷磺酰胺生成腈

  摘要：

  N-三甲基氨基十二烷磺酰胺盐和N-三甲基碘十二烷磺酸盐在非水溶剂中被热解和光解。磺酰胺盐的热分解产生磺酰氮，其被亲核试剂捕获。磺酰胺盐对紫外线辐射稳定。链烷酰胺酸酯通过一致的分子内过程热分解而得到异氰酸十一烷基酯，该过程不涉及形成腈中间体。通过在二甲基亚砜中光解链烷酰胺化生成的十二烷酰基氮烯已与从酰基叠氮化物光解获得的类似腈进行了比较。讨论了氮烯中间体的电子态。

  DOI：

  10.1039/j29680000463

文献信息

• A Simple Preparation of Amides from Acids and Amines by Heating of Their Mixture
  作者：Branko S. Jursic、Zoran Zdravkovski

  DOI：10.1080/00397919308013807

  日期：1993.11

  Abstract Heating a mixture of an amine and an acid is demonstrated as the method of choice for the preparation of many amides. The yields depend on the physical properties and thermal stability of the reactants and range from good to excellent. The ideal reactants should have melting points below 200 °C, should not be highly volatile and should be thermally stable at that temperature for 30 minutes

  摘要 加热胺和酸的混合物被证明是制备许多酰胺的首选方法。产率取决于反应物的物理性质和热稳定性，范围从良好到极好。理想的反应物应具有低于 200 °C 的熔点，不应具有高度挥发性，并且应在该温度下热稳定 30 分钟。通过在反应中使用酸酯代替酸可以克服这些缺点中的一些。该方法以其简单、低成本和反应时间短而脱颖而出。它也可以非常大规模地进行，不需要溶剂和反应物的特殊纯化。
• Reaction of Amphipathic-Type Thioester and Amine with Hydrophobic Effect in Water
  作者：Chiaki Kuroda、Atsushi Torihata

  DOI：10.1055/s-0030-1261165

  日期：2011.9

  The title reaction was studied using sodium 3-(1-oxo­dodec-1-yl)thio- and 3-(1-oxohept-1-yl)thiopropanoate with various chain lengths of amines. The yields of the amides were found to depend on both the chain length of the thioester and that of amine, suggesting the presence of hydrophobic interaction. The amides were obtained in better yields after addition of sodium fluoride. Acylation (dodecanoylation) of some hydrophobic amino acids was also studied to obtain the corresponding amides.

  标题反应采用了不同链长度的胺与三-(1-氧代十二烷-1-基)硫和三-(1-氧代庚烷-1-基)硫丙酸钠进行研究。发现酰胺的产率不仅依赖于硫酯的链长度，还依赖于胺的链长度，这表明存在疏水相互作用。在添加氟化钠后，酰胺的产率有所提高。还研究了一些疏水性氨基酸的酰化（十二酰化），以获得相应的酰胺。
• Hydrophobic Effect and Substrate Specificity in Reaction of Thioester and Amine in Water
  作者：Atsushi Torihata、Chiaki Kuroda

  DOI：10.1246/bcsj.20100143

  日期：2010.12.15

  extent of hydrophobic effect in amidation reaction of alkyl thioester with alkylamine in water was studied. The yield of the products was primarily dependent on the alkyl group of amine. For example, the reaction of S-dodecyl dodecanethioate with dodecylamine proceeded in good yield, while the reaction did not occur with cyclohexylamine, piperidine, and dipropylamine. The effect of chain length of n-alkylamine

  研究了烷基硫酯与烷基胺在水中的酰胺化反应中疏水作用的程度。产物的产率主要取决于胺的烷基。例如，S-十二烷基硫代酸酯与十二烷基胺的反应收率良好，而与环己胺、哌啶和二丙胺的反应则没有发生。研究了正烷基胺链长的影响以表明存在疏水作用。酰胺的产率也次要取决于硫酯的烷基，但影响比胺小。
• Generation of nitrenes from alkanamidates and alkanesulphonamidates
  作者：P. Robson、P. R. H. Speakman

  DOI：10.1039/j29680000463

  日期：——

  sulphonyl nitrene which was trapped by nucleophiles. The sulphonamidate was stable towards u.v. radiation. The alkanamidates decomposed thermally to give undecyl isocyanate by a concerted intramolecular process which did not involve the formation of a nitrene intermediate. Dodecanoyl nitrene, generated by photolysis of the alkanamidated in dimethyl sulphoxide, has been compared with similar nitrenes obtained

  N-三甲基氨基十二烷磺酰胺盐和N-三甲基碘十二烷磺酸盐在非水溶剂中被热解和光解。磺酰胺盐的热分解产生磺酰氮，其被亲核试剂捕获。磺酰胺盐对紫外线辐射稳定。链烷酰胺酸酯通过一致的分子内过程热分解而得到异氰酸十一烷基酯，该过程不涉及形成腈中间体。通过在二甲基亚砜中光解链烷酰胺化生成的十二烷酰基氮烯已与从酰基叠氮化物光解获得的类似腈进行了比较。讨论了氮烯中间体的电子态。