18-bis(1,3-bis(octadec-9-enoyloxy)propan-2-yl)-1,1-3-(octadec-9-enoyloxy)propane-1,2-diyl dioctadec-9-enedioate | 1437306-86-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 18-bis(1,3-bis(octadec-9-enoyloxy)propan-2-yl)-1,1-3-(octadec-9-enoyloxy)propane-1,2-diyl dioctadec-9-enedioate
• CAS: 1437306-86-9
• 化学式: C₁₃₅H₂₄₀O₁₈
• 分子量: 2151.38
• InChiKey: PFZNMAWTHDPZJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  40.2
• 重原子数：
  153.0
• 可旋转键数：
  122.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  236.7
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为产物：
  描述：

  甘油三油酸酯 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 neat (no solvent) 为溶剂， 反应 6.0h， 以21.1%的产率得到octadec-9-enoic acid propane-1,2,3-triyl ester
  参考文献：
  名称：

  通过反应浓度控制复分解的三油精的产物组成

  摘要：

  AbstractTriolein was used as a model material to investigate the effect of concentration on self metathesis of vegetable oils. The metathesis reaction using Grubbs' second generation catalyst (used at a level of 2.5 mol % of triolein) was carried out at 38 °C using dichloromethane as the solvent. The products from three reaction concentrations were investigated: neat, 10 and 20 mmol/L. The products from the reactions were separated by column chromatography and the fractions were characterized by 1H‐NMR, 13C‐NMR, MS and FTIR. Mono‐cyclic and multi‐cyclic triacylglycerol‐based compounds and different level aliphatic triacylglycerol‐like oligomers were produced, but the compositions of the products were found to be significantly controlled by the reaction concentrations. Cyclic compounds were favorably produced at lower reaction concentrations, whereas, linear oligomers were favorably produced at higher reaction concentrations. Cyclic compounds were formed mainly from adjacent fatty acid chains on the glycerol backbone. In the neat reactions, only linear oligomers were produced. The trans/cis ratios increased as concentration was increased.

  DOI：

  10.1007/s11746-012-2106-y