N,N-dimethyl, N-(2-F-octyl ethyl) ammonioacetate | 145441-32-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N-dimethyl, N-(2-F-octyl ethyl) ammonioacetate
• 英文别名: 2-[3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl(dimethyl)azaniumyl]acetate
• CAS: 145441-32-3
• 化学式: C₁₄H₁₂F₁₇NO₂
• 分子量: 549.228
• InChiKey: RROPBNJOTUKBHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为产物：
  描述：

  sodium monochloroacetic acid 、 N,N-dimethyl 2-(F-octyl)-ethyl amine 以 异丙醇 为溶剂， 反应 96.0h， 以35%的产率得到N,N-dimethyl, N-(2-F-octyl ethyl) ammonioacetate
  参考文献：
  名称：

  Synthesis and bioacceptability of fluorinated surfactants derived from F-alkylated tertiary amines

  摘要：

  Two methods for synthesizing tertiary F-alkylated amines are reported. The more general method allows the access in 56-87% yields to various NN-dialkyl F-alkyl amines. These amines are key intermediates leading in 52-96% yields to several families of surfactants, including zwitterionic and cationic derivatives and amine oxides, potentially useful in the formulation of fluorocarbon emulsions for diagnostic and therapeutic uses. The toxicity of the new surfactants and the influence of the polar head were assessed: the long chain compounds (8, 9 and 10) were found to be toxic for cell cultures and the zwitterionic compounds (7b and 8) have a LD50 < 250 mg.kg bw-1 in mice. The hemolysis test highlights the influence of the polar head: the zwitterionic compounds (7 and 8) were found to be non-hemolytic even at remarkably high concentrations (100 g l-1 for 8), whereas the cationic compounds 9 are highly hemolytic even at very low concentrations (0.05 g l-1).

  DOI：

  10.1016/0223-5234(92)90020-2

文献信息

• Synthesis and bioacceptability of fluorinated surfactants derived from F-alkylated tertiary amines
  作者：JB Nivet、R Bernelin、M Le Blanc、JG Riess

  DOI：10.1016/0223-5234(92)90020-2

  日期：1992.12

  Two methods for synthesizing tertiary F-alkylated amines are reported. The more general method allows the access in 56-87% yields to various NN-dialkyl F-alkyl amines. These amines are key intermediates leading in 52-96% yields to several families of surfactants, including zwitterionic and cationic derivatives and amine oxides, potentially useful in the formulation of fluorocarbon emulsions for diagnostic and therapeutic uses. The toxicity of the new surfactants and the influence of the polar head were assessed: the long chain compounds (8, 9 and 10) were found to be toxic for cell cultures and the zwitterionic compounds (7b and 8) have a LD50 < 250 mg.kg bw-1 in mice. The hemolysis test highlights the influence of the polar head: the zwitterionic compounds (7 and 8) were found to be non-hemolytic even at remarkably high concentrations (100 g l-1 for 8), whereas the cationic compounds 9 are highly hemolytic even at very low concentrations (0.05 g l-1).