8-(3-Octyl-oxiranyl)-octanoic acid propyl ester | 95007-81-1

• 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: 8-(3-Octyl-oxiranyl)-octanoic acid propyl ester
• 英文别名: Propyl 8-(3-octyloxiran-2-yl)octanoate；propyl 8-(3-octyloxiran-2-yl)octanoate
• CAS: 95007-81-1
• 化学式: C₂₁H₄₀O₃
• 分子量: 340.547
• InChiKey: KQYOGLOEFHENHC-UHFFFAOYSA-N

物化性质

• 沸点：
  414.9±18.0 °C(Predicted)
• 密度：
  0.919±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  24
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-(3-Octyl-oxiranyl)-octanoic acid propyl ester 、 丙酸 反应 8.0h， 生成 propyl 9-hydroxy-10-(propionyloxy)octadecanoate 、 propyl 10-hydroxy-9-(propionyloxy)octadecanoate
  参考文献：
  名称：

  油酸二酯：合成，低温性能和氧化稳定性

  摘要：

  AbstractSeveral diesters were prepared from commercially available oleic acid and common organic acids. The key step in the three step synthesis of oleochemical diesters entails a ring opening esterification of alkyl 9,10‐epoxyoctadecanoates (alkyl: propyl, isopropyl, octyl, 2‐ethylhexyl) using propionic and octanoic acids without the need for either solvent or catalyst. Each synthetic diester was evaluated for both low temperature operability and oxidation stability through measurement of cloud point, pour point, oxidation onset temperature, and signal maximum temperature. It was discovered that increasing chain length of the mid‐chain ester and branching in the end‐chain ester had a positive influence on the low temperature properties of diesters. Improved oxidation stability is achieved when the chain length of the mid‐chain ester is decreased. Additionally, the mid‐chain ester plays a larger role in oxidation stability than the end‐chain ester. These products may prove useful in the search for bio‐based industrial materials, such as lubricants, surfactants, and fuel additives.

  DOI：

  10.1007/s11746-007-1083-z
• 作为产物：
  描述：

  油酸丙酯 在 甲酸 、 双氧水 作用下， 反应 15.0h， 生成 8-(3-Octyl-oxiranyl)-octanoic acid propyl ester
  参考文献：
  名称：

  油酸二酯：合成，低温性能和氧化稳定性

  摘要：

  AbstractSeveral diesters were prepared from commercially available oleic acid and common organic acids. The key step in the three step synthesis of oleochemical diesters entails a ring opening esterification of alkyl 9,10‐epoxyoctadecanoates (alkyl: propyl, isopropyl, octyl, 2‐ethylhexyl) using propionic and octanoic acids without the need for either solvent or catalyst. Each synthetic diester was evaluated for both low temperature operability and oxidation stability through measurement of cloud point, pour point, oxidation onset temperature, and signal maximum temperature. It was discovered that increasing chain length of the mid‐chain ester and branching in the end‐chain ester had a positive influence on the low temperature properties of diesters. Improved oxidation stability is achieved when the chain length of the mid‐chain ester is decreased. Additionally, the mid‐chain ester plays a larger role in oxidation stability than the end‐chain ester. These products may prove useful in the search for bio‐based industrial materials, such as lubricants, surfactants, and fuel additives.

  DOI：

  10.1007/s11746-007-1083-z

文献信息

• Diesters from Oleic Acid: Synthesis, Low Temperature Properties, and Oxidation Stability
  作者：Bryan R. Moser、Brajendra K. Sharma、Kenneth M. Doll、Sevim Z. Erhan

  DOI：10.1007/s11746-007-1083-z

  日期：2007.7.19

  AbstractSeveral diesters were prepared from commercially available oleic acid and common organic acids. The key step in the three step synthesis of oleochemical diesters entails a ring opening esterification of alkyl 9,10‐epoxyoctadecanoates (alkyl: propyl, isopropyl, octyl, 2‐ethylhexyl) using propionic and octanoic acids without the need for either solvent or catalyst. Each synthetic diester was evaluated for both low temperature operability and oxidation stability through measurement of cloud point, pour point, oxidation onset temperature, and signal maximum temperature. It was discovered that increasing chain length of the mid‐chain ester and branching in the end‐chain ester had a positive influence on the low temperature properties of diesters. Improved oxidation stability is achieved when the chain length of the mid‐chain ester is decreased. Additionally, the mid‐chain ester plays a larger role in oxidation stability than the end‐chain ester. These products may prove useful in the search for bio‐based industrial materials, such as lubricants, surfactants, and fuel additives.