N-decyldodecanamide | 22205-13-6

• 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: N-decyldodecanamide
• 英文别名: N-decyl-lauramide；N-Decyl-lauramid；Laurinsaeure-decylamid；Dodecanamide, N-decyl-
• CAS: 22205-13-6
• 化学式: C₂₂H₄₅NO
• 分子量: 339.605
• InChiKey: FKZUDXVZNVPXDW-UHFFFAOYSA-N

物化性质

• 沸点：
  392.9±10.0 °C(Predicted)
• 密度：
  0.854±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  24
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 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：

  月桂酰氯 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 24.0h， 生成 N-decyldodecanamide
  参考文献：
  名称：

  Reaction of Amphipathic-Type Thioester and Amine with Hydrophobic Effect in Water

  摘要：

  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。

  DOI：

  10.1055/s-0030-1261165

文献信息

• Multivalent Metal Salts as Versatile Catalysts for the Amidation of Long-Chain Aliphatic Acids with Aliphatic Amines
  作者：Yoshihiro Sugi、Yuji Terada、Noboru Ieda、Kenichi Komura

  DOI：10.1055/s-2008-1067168

  日期：2008.8

  Multivalent metal salts, such as ferric chloride and sulfate, are active and versatile catalysts for the amidation of aliphatic fatty acids with long-chain aliphatic amines.

  多价金属盐，如氯化铁和硫酸盐，是用于脂肪族脂肪酸与长链脂肪胺酰胺化的活性和通用催化剂。
• Substrate-Selective Dehydrocondensation at the Interface of Micelles and Emulsions of Common Surfactants
  作者：Munetaka Kunishima、Kanako Kikuchi、Yukio Kawai、Kazuhito Hioki

  DOI：10.1002/anie.201107706

  日期：2012.2.27

  Scratch the surface: Dehydrocondensations between carboxylates and amines by using an amphiphilic 1,3,5‐triazinylammonium‐based coupling agent were accelerated by the interfacial effect of micelles and emulsions of common surfactants (see figure). The reaction of carboxylates was promoted by both anionic and nonionic surfactants, and that of amines was promoted by only a nonionic surfactant. High selectivities

  划伤表面：通过胶束和普通表面活性剂的乳液的界面作用，促进了使用两亲性1,3,5-三嗪基铵盐偶联剂的羧酸盐和胺之间的脱氢缩合反应（见图）。阴离子和非离子表面活性剂均能促进羧酸盐的反应，仅非离子表面活性剂可促进胺的反应。在胶束或乳液中观察到对更多亲脂底物的高选择性。
• 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。
• Aminolysis of Carboxylic Acid Esters in Direct, Bicontinual, and Inverse Microemulsions Based on Cetyltrimethylammonium Bromide
  作者：A. B. Mirgorodskaya、L. A. Kudryavtseva、L. S. Shtykova、I. V. Bogomolova、S. N. Shtykov

  DOI：10.1007/s11176-005-0376-x

  日期：2005.7

  The reactivity of primary alkylamines in cleavage of p-nitrophenyl esters of carboxylic acids in microemulsions of different structures based on cetyltrimethylammonium bromide was studied. The aminolysis rate considerably increases in going from inverse to direct microemulsions, mainly owing to the concentration of the reactants in the boundary layer.

  研究了在基于十六烷基三甲基溴化铵的不同结构微乳中，伯烷基胺在羧酸对硝基苯酯的裂解中的反应性。从反相微乳到正相微乳，氨基分解速率显著增加，这主要是由于反应物在边界层中的浓度增加。
• Catalytic properties of supramolecular systems based on polyoxyethylated calixarenes and amines
  作者：A. B. Mirgorodskaya、E. I. Yatskevich、Yu. R. Kudryashova、S. E. Solov’eva、I. S. Antipin、L. Ya. Zakharova、A. I. Konovalov

  DOI：10.1134/s0023158411040082

  日期：2011.7

  oxyethylation is determined by the formation of mixed aggregates, by the shift of pK a of the amine, and the character of the distribution of the reactants in functional micelles. All of the systems show a high substrate specificity. In the case of octyl- and decylamines, the reaction of p-nitrophenyl acetate is catalyzed and the reaction of more hydrophobic p-nitrophenyl laurate is inhibited. An opposite situation

  在不同氧乙基化程度的聚氧乙基化杯[4]芳烃存在下，两亲性低分子量胺和聚合物胺对羧酸酯的裂解速率取决于胺的p K a的变化形成的混合聚集体，以及功能胶束中反应物的分布特征。所有系统均显示出高底物特异性。在辛胺和癸胺的情况下，对乙酸对硝基苯酯的反应被催化并且更疏水的对硝基苯基月桂酸酯的反应被抑制。在基于支化聚乙烯亚胺的体系中观察到相反的情况：p的反应抑制了乙酸-硝基苯酯，并加快了涉及月桂酸对硝基苯酯的过程。