(Z)-13,13,14,14,15,15,16,16,17,17,18,18,18-tridecafluoro-octadec-9-enoic acid | 643728-77-2

• 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: (Z)-13,13,14,14,15,15,16,16,17,17,18,18,18-tridecafluoro-octadec-9-enoic acid
• 英文别名: (Z)-13,13,14,14,15,15,16,16,17,17,18,18,18-tridecafluorooctadec-9-enoic acid
• CAS: 643728-77-2
• 化学式: C₁₈H₂₁F₁₃O₂
• 分子量: 516.343
• InChiKey: OHAWAIXCBRGGGY-ALCCZGGFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  33
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  (Z)-13,13,14,14,15,15,16,16,17,17,18,18,18-tridecafluoro-octadec-9-enoic acid 在 草酰氯 作用下， 以 正己烷 为溶剂， 反应 0.5h， 以91.7%的产率得到Z-13,13,14,14,15,15,16,16,17,17,18,18,18-tridecafluorooctadec-9-enoilyl chloride
  参考文献：
  名称：

  Synthesis and dissolved hyperpolarized xenon NMR studies of sucrose octaoleate-F104

  摘要：

  Sucrose octaoleate-F-104 has been prepared from sucrose and the acid chloride of R-F-oleic acid-F-13 in 86% yield using dry pyridine as solvent. The product has been characterized by MALDI-TOF mass spectrometry and H-1 and C-13 NMR methods. Some preliminary Xe-129 NMR results are included using hyperpolarized xenon gas dissolved in an aqueous emulsion containing egg yolk phospholipid and the octaester. The in vitro spin lattice relaxation time of dissolved xenon as well as the Xe-129 chemical shift suggest that highly fluorinated sucrose polyesters (HFSPE's) may be promising molecules for use as part of in vivo delivery systems for hyperpolarized xenon. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.05.002
• 作为产物：
  描述：

  9-溴-1-壬醇 在 jones reagent 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 水 、 丙酮 、 xylene 为溶剂， 反应 48.5h， 生成 (Z)-13,13,14,14,15,15,16,16,17,17,18,18,18-tridecafluoro-octadec-9-enoic acid
  参考文献：
  名称：

  R F-油酸-F 13的合成及NMR研究

  摘要：

  Z -13,13,14,14,15,15,16,16,17,17,18,18,18-三溴全氟十八烷基-9-烯酸（油酸-F 13）的七步合成法是报告。关键步骤是Wittig反应，以形成Z：E异构体比率大于20：1的C9-C10双键。在核磁共振（NMR）光谱被包括和明确的指配已与借助于-相关NMR谱（COZY光谱）。

  DOI：

  10.1016/s0022-1139(03)00162-3

文献信息

• Synthesis and NMR study of RF-oleic acid-F13
  作者：Gerald W. Buchanan、Rufus Smits、Elena Munteanu

  DOI：10.1016/s0022-1139(03)00162-3

  日期：2003.10

  A seven-step synthesis of Z-13,13,14,14,15,15,16,16,17,17,18,18,18-tridecafluoro-octadec-9-enoic acid (oleic acid-F13) is reported. The key step is a Wittig reaction to form the C9–C10 double bond with a Z:E isomeric ratio greater than 20:1. The nuclear magnetic resonance (NMR) spectrum is included and unambiguous assignments have been made with the aid of – correlation NMR spectroscopy (COSY spectra)

  Z -13,13,14,14,15,15,16,16,17,17,18,18,18-三溴全氟十八烷基-9-烯酸（油酸-F 13）的七步合成法是报告。关键步骤是Wittig反应，以形成Z：E异构体比率大于20：1的C9-C10双键。在核磁共振（NMR）光谱被包括和明确的指配已与借助于-相关NMR谱（COZY光谱）。
• Synthesis and dissolved hyperpolarized xenon NMR studies of sucrose octaoleate-F104
  作者：Gerald W. Buchanan、Rufus Smits、Elena Munteanu、Giles Santyr、Julia Wallace、Mihai-Raul Gherase

  DOI：10.1016/j.jfluchem.2004.05.002

  日期：2004.10

  Sucrose octaoleate-F-104 has been prepared from sucrose and the acid chloride of R-F-oleic acid-F-13 in 86% yield using dry pyridine as solvent. The product has been characterized by MALDI-TOF mass spectrometry and H-1 and C-13 NMR methods. Some preliminary Xe-129 NMR results are included using hyperpolarized xenon gas dissolved in an aqueous emulsion containing egg yolk phospholipid and the octaester. The in vitro spin lattice relaxation time of dissolved xenon as well as the Xe-129 chemical shift suggest that highly fluorinated sucrose polyesters (HFSPE's) may be promising molecules for use as part of in vivo delivery systems for hyperpolarized xenon. (C) 2004 Elsevier B.V. All rights reserved.