3-Dodecanoyloxy-2-hydroxypropanoic acid | 100340-99-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-Dodecanoyloxy-2-hydroxypropanoic acid
• CAS: 100340-99-6
• 化学式: C₁₅H₂₈O₅
• 分子量: 288.384
• InChiKey: SQVIEAPJBXQARX-UHFFFAOYSA-N

物化性质

• 沸点：
  452.4±30.0 °C(Predicted)
• 密度：
  1.059±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甘油单月桂酸酯 在 sodium hypochlorite 、 2,2,6,6-tetramethyl-1-oxo-piperidinium 作用下， 以 水 为溶剂， 生成 3-Dodecanoyloxy-2-hydroxypropanoic acid
  参考文献：
  名称：

  Physicochemical Properties of Selectively Oxidized 1-Monolaurin from 2,2,6,6-Tetramethyl-1-Piperidinyl Oxoammonium Ion/Sodium Hypochlorite-Mediated Reaction

  摘要：

  The primary alcohol group of 1-monolaurin (1-ML) was selectively oxidized using 2,2,6,6-tetramethyl-1-piperidine oxoammonium ion/sodium hypochlorite (NaOCl) without NaBr at two different conditions. The selective oxidation occurred more efficiently at 35 degrees C and 32.2 mmol of NaOCl than at 25 degrees C and 18.7 mmol of NaOCl. Regioselective oxidation of the primary alcohol without oxidation of a secondary alcohol was confirmed by a chemical shift at 175 ppm and no resonance between 198 and 205 ppm in C-13 NMR and the presence of a peak at 1560-1570 cm(-1) in IR spectra. The water solubility of oxidized 1-monolaurin (OML) was remarkably increased by 33.2 times as compared to that of 1-ML. Creaming velocities resulting from fat flocculation in a 0.2% level of OML and 1-ML were 0.16 and 1.13 mm/h, respectively, implying that OML showed higher efficiency and emulsion stability in preventing fat flocculation than 1-ML due to the selective oxidation of primary alcohol.

  DOI：

  10.1021/jf8032705