(E)-5,14-dibutyldocos-12-en-5-ol | 1390643-25-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-5,14-dibutyldocos-12-en-5-ol
• CAS: 1390643-25-0
• 化学式: C₃₀H₆₀O
• 分子量: 436.806
• InChiKey: YYXJTFAFECUXGK-NJNXFGOHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.9
• 重原子数：
  31
• 可旋转键数：
  24
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  正丁基锂 、 油酸甲酯 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 copper(l) iodide 作用下， 以 四氯化碳 、 乙醚 为溶剂， 反应 4.0h， 生成 methyl (E)-10-butyloctadec-8-enoate 、 methyl (E)-9-butyloctadec-10-enoate 、 methyl (E)-11-butyloctadec-9-enoate 、 methyl (E)-8-butyloctadec-9-enoate 、 (E)-5,14-dibutyldocos-12-en-5-ol 、 (E)-5,13-dibutyldocos-14-en-5-ol 、 (E)-5,12-dibutyldocos-13-en-5-ol 、 (E)-5,15-dibutyldocos-13-en-5-ol
  参考文献：
  名称：

  油酸甲酯支链衍生物的合成与结构分析

  摘要：

  AbstractAs part of a project to develop new value‐added industrial applications for cottonseed oil (such as biodiesel, fuel additives, and lubricants), studies were conducted on the synthetic conversion of oleic acid to branched‐chain fatty acid esters. In these studies, methyl oleate was brominated in the allylic position and subsequently treated with organocuprate reagents to produce novel branched‐chain derivatives (methyl, n‐butyl, phenyl). Original reaction conditions afforded only the branched methyl derivatives as major products. Modification of reaction conditions (lower temperature, less organocuprate reagent) afforded predominantly the desired n‐butyl and phenyl derivatives and minimized products resulting from attack on the ester functionality. Details of the syntheses, characterization (especially by NMR), and the properties of the products (with emphasis on low‐temperature properties) are discussed.

  DOI：

  10.1007/s11746-008-1235-9

文献信息

• Synthesis and Structural Analysis of Branched-Chain Derivatives of Methyl Oleate
  作者：Oliver D. Dailey、Nicolette T. Prevost、Gary D. Strahan

  DOI：10.1007/s11746-008-1235-9

  日期：2008.7

  AbstractAs part of a project to develop new value‐added industrial applications for cottonseed oil (such as biodiesel, fuel additives, and lubricants), studies were conducted on the synthetic conversion of oleic acid to branched‐chain fatty acid esters. In these studies, methyl oleate was brominated in the allylic position and subsequently treated with organocuprate reagents to produce novel branched‐chain derivatives (methyl, n‐butyl, phenyl). Original reaction conditions afforded only the branched methyl derivatives as major products. Modification of reaction conditions (lower temperature, less organocuprate reagent) afforded predominantly the desired n‐butyl and phenyl derivatives and minimized products resulting from attack on the ester functionality. Details of the syntheses, characterization (especially by NMR), and the properties of the products (with emphasis on low‐temperature properties) are discussed.