dodecyl 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: dodecyl 5-phenylvalerate
• 英文别名: 5-Phenylvaleric acid, dodecyl ester；dodecyl 5-phenylpentanoate
• 化学式: C₂₃H₃₈O₂
• 分子量: 346.554
• InChiKey: NRHRKMCJNMJMMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  25
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 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：

  十二烷醇 、 5-苯基戊酸 在 4-(polystyrene)benzenesulfonic acid 作用下， 以 乙醚 、 水 为溶剂， 反应 48.0h， 以92%的产率得到dodecyl 5-phenylvalerate
  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

• 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.