dodecyl thiolaurate | 103212-64-2

• 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: dodecyl thiolaurate
• 英文别名: S-dodecyl dodecanoate；S-dodecyl thiolaurate；S-dodecyl dodecanethioate；thiolauric acid S-dodecyl ester；Thiolaurinsaeure-S-dodecylester；Dodecanethioic acid, S-dodecyl ester
• CAS: 103212-64-2
• 化学式: C₂₄H₄₈OS
• 分子量: 384.711
• InChiKey: FTZPTHGSYHFNRN-UHFFFAOYSA-N

物化性质

• 熔点：
  37-38 °C(Solv: acetone (67-64-1))
• 沸点：
  465.7±14.0 °C(Predicted)
• 密度：
  0.882±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  26
• 可旋转键数：
  22
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  十四胺 、 dodecyl thiolaurate 以 水 为溶剂， 反应 3.0h， 以99%的产率得到N-lauroyltetradecanylamine
  参考文献：
  名称：

  硫酯与胺在水中反应的疏水作用和底物特异性

  摘要：

  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。

  DOI：

  10.1246/bcsj.20100143
• 作为产物：
  描述：

  十二硫醇 在 硫酸 、 mercury(II) diacetate 作用下， 生成 dodecyl thiolaurate
  参考文献：
  名称：

  Notes: Reactions of Long-Chain Acids with Thiolacetates

  摘要：

  DOI：

  10.1021/jo01090a616

文献信息

• Direct ester condensation from a 1:1 mixture of carboxylic acids and alcohols catalyzed by hafnium(IV) or zirconium(IV) salts
  作者：Kazuaki Ishihara、Masaya Nakayama、Suguru Ohara、Hisashi Yamamoto

  DOI：10.1016/s0040-4020(02)00966-3

  日期：2002.10

  either carboxylic acids or alcohols are normally needed. We found that the direct condensation of equimolar amounts of carboxylic acids and alcohols could be achieved using hafnium(IV) or zirconium(IV) salts. These metal salts are highly effective as catalysts for the selective esterification of primary alcohols with carboxylic acids in the presence of secondary alcohols or aromatic alcohols. The present

  为了提高合成中的原子效率并避免产生环境废物，应避免使用化学计量的缩合试剂或过量的底物。在酯化中，通常需要过量的羧酸或醇。我们发现，使用ha（IV）或锆（IV）盐可以实现等摩尔量的羧酸和醇类的直接缩合。这些金属盐在仲醇或芳族醇的存在下作为伯醇与羧酸选择性酯化的催化剂非常有效。本发明的方法可以用于直接聚酯化并且可以适用于大规模操作。
• Hydrophobic, low-loading and alkylated polystyrene-supported sulfonic acid for several organic reactions in water: remarkable effects of both the polymer structures and loading levels of sulfonic acidsElectronic supplementary information (ESI) available: Experimental details. See http://www.rsc.org/suppdata/ob/b3/b305622h/
  作者：Shinya Iimura、Kei Manabe、Sh? Kobayashi

  DOI：10.1039/b305622h

  日期：——

  A hydrophobic, low-loading and alkylated polystyrene-supported sulfonic acid (LL–ALPS–SO3H) has been developed for several organic reactions such as the hydrolysis of thioesters, the deprotection of acetals and an acetonide, and the hydration of an epoxide and an alkyne in pure water on the basis of remarkable effects of both the polymer structures and loading levels of the sulfonic acid catalysts.

  一种疏水的、低负载量且烷基化的聚苯乙烯支撑磺酸（LL–ALPS–SO3H）已被开发用于多种有机反应，如硫代酯的水解、缩酮和乙酮缩醛的保护基去除，以及环氧化物和炔烃在水中的水合反应，这是基于磺酸催化剂的聚合物结构和负载量的显著效应。
• Reductive cleavage of CS bond by samarium diiodide: A novel method for the synthesis of disulfides and thiolesters
  作者：Xueshun Jia、Yongmin Zhang、Zunjun Zhou

  DOI：10.1016/s0040-4039(00)78510-8

  日期：1994.11

  Disulfides were obtained by the reaction of thiocyanates with equivalent SmI2. Smarium thiolates were generated by the reaction of an equivalent of thiocyanates with two equivalents of SmI2, and then reacted smoothly with acyl chlorides to give thiolesters.

  通过硫氰酸盐与当量SmI 2的反应获得二硫化物。通过使当量的硫氰酸酯与两当量的SmI 2反应生成硫醇thio ，然后使其与酰氯平稳反应，生成硫醇酯。
• Thiol esters of long‐chain acids and long‐chain alkanethiols
  作者：Richard Sasin、William F. Ashley、Joseph W. Manning、Albert Paolini、George S. Sasin

  DOI：10.1007/bf02639825

  日期：1958.5

  n‐Nonyl throughn‐octadecyl thiol esters of lauric, myristic, palmitic, and stearic acids are being reported for the first time. The four series of thiol esters show an alternation of melting points. The melting points of the even members fall on a single ascending curve. The melting points of the odd members fall on two separate ascending curves.

  摘要-首次报道了月桂酸、肉豆蔻酸、棕榈酸和硬脂酸的壬基贯通十八烷基硫醇酯。这四个系列的硫醇酯显示出熔点的交替变化。偶数成员的熔点落在一条上升曲线上。奇数成员的熔点落在两条不同的上升曲线上。
• Direct thioesterification from carboxylic acids and thiols catalyzed by a Brønsted acid
  作者：Shinya Iimura、Kei Manabe、Shū Kobayashi

  DOI：10.1039/b109834a

  日期：2002.1.14

  In the presence of a catalytic amount of trifluoromethanesulfonic acid, free carboxylic acids reacted with free thiols directly to afford the corresponding thioesters in high yields.

  在催化量的三氟甲烷磺酸存在下，自由羧酸与自由硫醇直接反应，得到相应的硫酯，并且产率很高。