9-Methoxy-cis-12-octadecensaeure-methylester | 7706-13-0

• 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-Methoxy-cis-12-octadecensaeure-methylester
• CAS: 7706-13-0；29714-26-9
• 化学式: C₂₀H₃₈O₃
• 分子量: 326.52
• InChiKey: KACIDFCWZQXHPJ-NTMALXAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.82
• 重原子数：
  23.0
• 可旋转键数：
  16.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 isoricinoleic acid methyl ester 在 tetrafluoroboric acid 作用下， 生成 9-Methoxy-cis-12-octadecensaeure-methylester
  参考文献：
  名称：

  Optical rotatory dispersion and absolute configuration of some long-chain hydroxy acids

  摘要：

  DOI：

  10.1021/jo01279a071

文献信息

• Neighboring methoxyl participation in the acid catalyzed methoxylation of methylene-interrupted fatty acids
  作者：Néstor M. Carballeira、Marı́a V. González、Mayra Pagán

  DOI：10.1016/s0009-3084(97)00062-5

  日期：1997.10

  The boron trifluoride-methanol derivatization of methyl 9,12-octadecadienoate was studied. This methylene-interrupted diene was reacted with 50% BF3-MeOH for 15 h at 0-5 degrees C and the four monomethoxy and two dimethoxy derivatives thus obtained were analyzed by gas chromatography-mass spectrometry. The only dimethoxy adducts observed were characterized as methyl 9,12-dimethoxyoctadecanoate and methyl 10,13-dimethoxyoctadecanoate. The complete regiospecificity observed in the formation of the dimethoxy adducts is best explained by a common O-methyltetrahydrofuranium ion as the only intermediate under these reaction conditions. (C) 1997 Elsevier Science Ireland Ltd.