3-苯基丙基十二烷酸酯 | 85733-01-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-苯基丙基十二烷酸酯
• 英文名称: 3-phenyl-1-propyl laurate
• 英文别名: 3-phenylpropyl laurate；3-phenylpropyl Dodecanoate
• CAS: 85733-01-3
• 化学式: C₂₁H₃₄O₂
• 分子量: 318.5
• InChiKey: PBKOHDPJEKKCGC-UHFFFAOYSA-N

物化性质

• 沸点：
  419.2±24.0 °C(Predicted)
• 密度：
  0.935±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  23
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  月桂酸 、 3-苯丙醇 在 4-(polystyrene)benzenesulfonic acid 作用下， 以 水 为溶剂， 反应 120.0h， 以74%的产率得到3-苯基丙基十二烷酸酯
  参考文献：
  名称：

  水中聚合物负载磺酸催化羧酸与醇的脱水酯化反应

  摘要：

  疏水性聚苯乙烯负载的磺酸作为可回收和可重复使用的催化剂有效地催化了羧酸与醇在水中的脱水酯化反应。在这些反应中，无需使用任何脱水剂或设备即可以高产率获得酯。催化剂的磺酸含量和聚苯乙烯苯环上长烷基链的存在显着影响了催化活性。

  DOI：

  10.1002/1615-4169(200206)344:3/4<270::aid-adsc270>3.0.co;2-7

文献信息

• Enzymatic Esterification in Aqueous Miniemulsions
  作者：Eugen M. Aschenbrenner、Clemens K. Weiss、Katharina Landfester

  DOI：10.1002/chem.200801691

  日期：2009.2.23

  Just a drop of water: Esterification in water is possible by confining the reactants in small miniemulsion droplets protected by nonionic surfactants. A lipase located at the interface between the droplet and aqueous surroundings catalyzes the esterification and expels generated water from the reaction site (see picture). High yields of the ester can be obtained after short reaction times under ambient

  只需滴一滴水即可：将反应物限制在由非离子表面活性剂保护的细小乳液液滴中，可以实现水中的酯化作用。位于液滴和水性环境之间界面的脂肪酶催化酯化反应，并从反应位点排出生成的水（见图）。在环境条件下经过短时间的反应后，可获得高产率的酯。
• FACILE METHOD FOR THE ACYLATION OF ALCOHOLS AND AMIDES BY THE USE OF 1,1′-DIMETHYLSTANNOCENE AND ACYL CHLORIDES
  作者：Teruaki Mukaiyama、Junji Ichikawa、Masatoshi Asami

  DOI：10.1246/cl.1983.293

  日期：1983.3.5

  Acylation of alcohols and amides was effected under mild conditions by the use of 1,1′-dimethylstannocene and acyl chlorides, giving the corresponding esters and imides in good to excellent yields.

  醇和酰胺的酰化在温和条件下通过使用 1,1'-二甲基锡茂和酰氯进行，得到相应的酯和酰亚胺，收率良好至极好。
• Dehydration Reactions in Water. Brønsted Acid−Surfactant-Combined Catalyst for Ester, Ether, Thioether, and Dithioacetal Formation in Water
  作者：Kei Manabe、Shinya Iimura、Xiang-Min Sun、Shū Kobayashi

  DOI：10.1021/ja026241j

  日期：2002.10.1

  Dehydration reactions in water have been realized by a surfactant-type catalyst, dodecylbenzenesulfonic acid (DBSA). These reactions include dehydrative esterification, etherification, thioetherification, and dithioacetalization. In these reactions, DBSA and substrates form emulsion droplets whose interior is hydrophobic enough to exclude water molecules generated during the reactions. Detailed studies on the esterification revealed that the yields of esters were affected by temperature, amounts of DBSA used, and the substrates. Esters were obtained in high yields for highly hydrophobic substrates. On the basis of the difference in hydrophobicity of the substrates, unique selective esterification and etherification in water were attained. Furthermore, chemospecific, three-component reactions under DBSA-catalyzed conditions were also found to proceed smoothly. This work not only may lead to environmentally benign systems but also will provide a new aspect of organic chemistry in water.
• Highly efficient esterification of carboxylic acids with alcohols by montmorillonite-enwrapped titanium as a heterogeneous acid catalyst
  作者：Tomonori Kawabata、Tomoo Mizugaki、Kohki Ebitani、Kiyotomi Kaneda

  DOI：10.1016/j.tetlet.2003.10.024

  日期：2003.12

  Montmorillonite-enwrapped titanium catalyst was found to efficiently promote the esterification of carboxylic acids with alcohols. In comparison to other catalysts reported to date, this heterogeneous catalyst offers a remarkably simple workup procedure, and is reusable without any appreciable loss in its activity and selectivity. (C) 2003 Elsevier Ltd. All rights reserved.
• Dehydration Reactions in Water. Surfactant-Type Brønsted Acid-Catalyzed Direct Esterification of Carboxylic Acids with Alcohols in an Emulsion System
  作者：Kei Manabe、Xiang-Min Sun、Shū Kobayashi

  DOI：10.1021/ja016338q

  日期：2001.10.1