9,10-epoxy-octadecanoic acid isopropyl ester | 95007-80-0

• 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: 9,10-epoxy-octadecanoic acid isopropyl ester
• 英文别名: Octadecanoic acid, 9,10-epoxy-, isopropyl ester；propan-2-yl 8-(3-octyloxiran-2-yl)octanoate
• CAS: 95007-80-0
• 化学式: C₂₁H₄₀O₃
• 分子量: 340.547
• InChiKey: KTOXFGSORDAWNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  24
• 可旋转键数：
  17
• 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：

  9,10-epoxy-octadecanoic acid isopropyl ester 、 丙酸 反应 8.0h， 生成 isopropyl 9-hydroxy-10-(propionyloxy)octadecanoate 、 isopropyl 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：

  油酸异丙酯 在 甲酸 、 双氧水 作用下， 反应 15.0h， 生成 9,10-epoxy-octadecanoic acid isopropyl 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

• πSynthesis and evaluation of a series of α-hydroxy ethers derived from isopropyl oleate
  作者：Bryan R. Moser、Sevim Z. Erhan

  DOI：10.1007/s11746-006-5053-7

  日期：2006.11

  AbstractSeveral fatty derivatives with bulky moieties were prepared by treatment of epoxidized isopropyl oleate with a number of alcohols in the presence of sulfuric acid catalyst to provide a series of α‐hydroxy ethers in good yield. The materials were analyzed for cold flow performance through cloud point and pour point determinations. The most promising α‐hydroxy ether produced in this study, with respect to both low temperature behavior and economic criteria, was isopropyl 9(10)‐(2‐ethylhexoxy) 10(9)‐hydroxystearate, which has a cloud point of −23°C and pour point of −24°C.
• PROCESS FOR THE MANUFACTURING OF SLABS OR BLOCKS OF CONGLOMERATE OF STONE GRANULATE AND POLYESTER RESIN
  申请人：Toncelli Luca

  公开号：US20090253829A1

  公开（公告）日：2009-10-08

  In the manufacture of articles in slabs or blocks according to so-called Bretonstone technology, a polyester resin is employed, free of reactive solvents, formed by the reaction between an epoxidised triglyceride and at least one carboxylic anhydride.