十三氟十一酸 | 34598-24-8

• 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: 十三氟十一酸
• 英文名称: tridecafluoroundecanoic acid
• 英文别名: 5-(F-hexyl)-pentanoic acid；6,6,7,7,8,8,9,9,10,10,11,11,11-Tridecafluoroundecanoic acid
• CAS: 34598-24-8
• 化学式: C₁₁H₉F₁₃O₂
• 分子量: 420.17
• InChiKey: YLSPPBUBHUUKLX-UHFFFAOYSA-N

物化性质

• 熔点：
  56 °C
• 沸点：
  253.8±35.0 °C(Predicted)
• 密度：
  1.523±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 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：

  十三氟十一酸 在 氯化亚砜 作用下， 以 三氟乙酸 为溶剂， 反应 6.0h， 生成 5-(F-hexyl)-pentanoyl carnitine
  参考文献：
  名称：

  Synthesis and preliminary evaluation of perfluoroalkylacyl carnitines as surfactants for biomedical use

  摘要：

  A series of acyl carnitines, 4 of which bearing a terminal perfluoroalkyl fragment, was obtained from carnitine in one step in a high grade of purity in yields ranging from 44-81%. The F-alkyl derivatives display high solubilities in water, strong surface activity and a significant emulsifying power towards fluorocarbons in water. In spite of their strong surface activity, all the biocompatibility tests performed (in vitro toxicity on Namalva cells cultures, hemolysis on human red blood cells, and iv injections in mice) indicate a significantly better biological tolerance than their hydrocarbon analogs, provided the F-alkyl moiety is larger than the alkyl moiety in the hydrophobic tail.

  DOI：

  10.1016/0223-5234(91)90138-d
• 作为产物：
  描述：

  4-戊烯酸 、 全氟己基氯 在 1,3,5-三甲基己羟基-1,3,5-三嗪 、 2,4,5,6-四(9H-咔唑-9-基)异酞腈 、 叔丁基硫醇 作用下， 以 乙腈 为溶剂， 以87 %的产率得到十三氟十一酸
  参考文献：
  名称：

  缩醛胺作为强大的 XAT 试剂：氟化烷基氯的活化

  摘要：

  容易获得的 1,3,5-三甲基-1,3,5-三嗪烷可作为卤素原子转移的有效试剂。在光催化条件下，三嗪烷产生α-氨基烷基自由基，可以激活氟化烷基氯的C-Cl键。描述了氟化烷基氯和烯烃之间的氢氟烷基化反应。衍生自三嗪烷的二氨基取代基团的效率与立体电子效应有关，立体电子效应由六元环限定，迫使基团轨道和相邻氮原子的孤对进行反平面排列。

  DOI：

  10.1039/d3sc00027c

文献信息

• One-step preparation of 6-perfluoroalkylalkanoates of trehalose and sucrose for biomedical uses
  作者：Samir Abouhilale、Jacques Greiner、Jean G. Riess

  DOI：10.1016/0008-6215(91)84045-g

  日期：1991.6

  The Mitsunobu reaction has been used to obtain 6-polyfluoroalkanoates of alpha,alpha-trehalose and sucrose in yields of approximately 40% and approximately 25%, respectively. 6,6'-Diesters (3-6%) were formed in some reactions and a 6-ester (1.3%) of alpha-D-glucopyranosyl 3,4-anhydro-beta-D-tagatofuranoside in one reaction. The monoesters displayed strong surfactant properties, and reduced considerably the water surface and fluorocarbon/water interfacial tensions. Preliminary results on biocompatibility were encouraging, especially for the 6-esters of alpha,alpha-trehalose.
• ABOUHILALE, SAMIR;GREINER, JACQUES;RIESS, JEAN G., CARBOHYDR. RES., 212,(1991) C. 55-64
  作者：ABOUHILALE, SAMIR、GREINER, JACQUES、RIESS, JEAN G.

  DOI：——

  日期：——
• [EN] FLUORINE CONTAINING POLY (BETA-HYDROXYORGANOATE)<br/>[FR] POLY (BETA-HYDROXYORGANOATES) FLUORES
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：WO1997024387A1

  公开（公告）日：1997-07-10

  (EN) The present application provides fluorinated poly($g(b)-hydroxyalkanoates), PHAs, of general formula (I), wherein R is an organic group containing 1-30 carbon atoms; m is about 0-7; n is about 0-10; x is at least about 10; and z is about 0-1,000; coating compositions and cured coatings containing these polymers.(FR) La présente demande concerne des poly($g(b)-hydroxyalcanoates) fluorés, de formule générale (I), dans laquelle R représente un groupe organique contenant 1 à 30 atomes de carbone; m vaut environ 0-7; n vaut environ 0-10; x vaut au moins environ 10; et z vaut environ 0-1,000. Elle concerne également des compositions de revêtement et des revêtements durcis contenant ces polymères.
• Synthesis and preliminary evaluation of perfluoroalkylacyl carnitines as surfactants for biomedical use
  作者：JB Nivet、M Le Blanc、JG Riess

  DOI：10.1016/0223-5234(91)90138-d

  日期：1991.12

  A series of acyl carnitines, 4 of which bearing a terminal perfluoroalkyl fragment, was obtained from carnitine in one step in a high grade of purity in yields ranging from 44-81%. The F-alkyl derivatives display high solubilities in water, strong surface activity and a significant emulsifying power towards fluorocarbons in water. In spite of their strong surface activity, all the biocompatibility tests performed (in vitro toxicity on Namalva cells cultures, hemolysis on human red blood cells, and iv injections in mice) indicate a significantly better biological tolerance than their hydrocarbon analogs, provided the F-alkyl moiety is larger than the alkyl moiety in the hydrophobic tail.
• Aminals as powerful XAT-reagents: activation of fluorinated alkyl chlorides
  作者：Vladislav S. Kostromitin、Artem O. Sorokin、Vitalij V. Levin、Alexander D. Dilman

  DOI：10.1039/d3sc00027c

  日期：——

  5-triazinane serves as an efficient reagent for halogen atom transfer. Under photocatalytic conditions, the triazinane generates an α-aminoalkyl radical, which can activate the C–Cl bond of fluorinated alkyl chlorides. The hydrofluoroalkylation reaction between fluorinated alkyl chlorides and alkenes is described. The efficiency of the diamino-substituted radical derived from the triazinane is associated with

  容易获得的 1,3,5-三甲基-1,3,5-三嗪烷可作为卤素原子转移的有效试剂。在光催化条件下，三嗪烷产生α-氨基烷基自由基，可以激活氟化烷基氯的C-Cl键。描述了氟化烷基氯和烯烃之间的氢氟烷基化反应。衍生自三嗪烷的二氨基取代基团的效率与立体电子效应有关，立体电子效应由六元环限定，迫使基团轨道和相邻氮原子的孤对进行反平面排列。