tetradecyl 5-phenylvalerate

• 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: tetradecyl 5-phenylvalerate
• 英文别名: 5-Phenylvaleric acid, tetradecyl ester；tetradecyl 5-phenylpentanoate
• 化学式: C₂₅H₄₂O₂
• 分子量: 374.607
• InChiKey: USGFNSBZBPBSML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  27
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 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：

  十四醇 、 5-苯基戊酸 在 4-十二烷基苯磺酸 作用下， 以 水 为溶剂， 反应 48.0h， 以97%的产率得到tetradecyl 5-phenylvalerate
  参考文献：
  名称：

  在水中发生脱水反应。在乳液体系中，表面活性剂型布朗斯台德酸催化羧酸与醇类直接酯化。

  摘要：

  DOI：

  10.1021/ja016338q

文献信息

• 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
• 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.