外消旋2-棕榈酰-3-氯丙烷二醇 | 20618-92-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 外消旋2-棕榈酰-3-氯丙烷二醇
• 中文别名: RAC棕榈-2-3-氯丙二醇
• 英文名称: 3-chloro-1-hydroxyprop-2-yl palmitate
• 英文别名: rac-2-palmitoyl-3-chloropropanediol；2-palmitoyl-3-chloropropanediol；3-Chlor-2-O-palmitoyl-propan-1,2-diol；1-Chlor-2-palmitoyloxy-propanol-3；1-Chloro-3-hydroxypropan-2-YL hexadecanoate；(1-chloro-3-hydroxypropan-2-yl) hexadecanoate
• CAS: 20618-92-2
• 化学式: C₁₉H₃₇ClO₃
• 分子量: 348.954
• InChiKey: NURTYQLWOUBFLF-UHFFFAOYSA-N

物化性质

• 溶解度：
  氯仿（微溶）、乙酸乙酯（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  23
• 可旋转键数：
  18
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2915709000

反应信息

• 作为产物：
  描述：

  RAC-1,2-双(十五烷酸)-3-氯乙二醇酯 以37%的产率得到
  参考文献：
  名称：

  BRACHWITZ H.; KRAFT R.; LANGEN P.; ETZOLD G.; SCHILDT J., J. PRAKT. CHEM., 1979, 321, NO 5, 769-774

  摘要：

  DOI：

文献信息

• Serebrennikova,G.A. et al., Journal of Organic Chemistry USSR (English Translation), 1968, vol. 4, p. 590 - 593
  作者：Serebrennikova,G.A. et al.

  DOI：——

  日期：——
• Bidirectional Conversion Between 3‐Monochloro‐1,2‐propanediol and Glycidol in Course of the Procedure of DGF Standard Methods
  作者：Naoki Kaze、Hirofumi Sato、Hiroshi Yamamoto、Yomi Watanabe

  DOI：10.1007/s11746-011-1802-3

  日期：2011.8

  AbstractNMR observation revealed that bidirectional conversion occurred between 3‐monochloropropane‐1,2‐diol (3‐MCPD) and glycidol in the course of the analytical procedure of DFG standard method C‐III 18 (09), option A; 3‐MCPD was partly converted to glycidol at the transesterification step, and glycidol was converted partly to 3‐MCPD at the derivatization step conducted at 80 °C under acidic condition in the presence of NaCl. Based on the proton numbers observed by 1H NMR, the degrees of the conversion were estimated to be 37 and >70%, respectively. In addition, epoxide ring‐opening of glycidol and its esters was found to be ca. 90% by the acid treatment described in the method, option B. Thus, it was concluded that the standard method, option A, did not correctly give the combined amount of 3‐MCPD esters and glycidyl esters in oils containing glycidyl esters, and the difference of the values obtained by options A and B did not correspond to the amount of glycidyl esters, either. In addition, derivatives of 3‐MCPD with phenylboronic acid were not observed by NMR at the derivatization step, although they were detected by GC‐MS in the organic phase at the following extraction step.
• Brachwitz,H. et al., Journal fur praktische Chemie (Leipzig 1954), 1979, vol. 321, p. 769 - 774
  作者：Brachwitz,H. et al.

  DOI：——

  日期：——