Acide 3-dioxolan-3-perfluoropentyl-propanoique | 344612-96-0

• 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: Acide 3-dioxolan-3-perfluoropentyl-propanoique
• 英文别名: 2-[2-(1,1,2,2,3,3,4,4,5,5,5-Undecafluoropentyl)-1,3-dioxolan-2-yl]acetic acid
• CAS: 344612-96-0
• 化学式: C₁₀H₇F₁₁O₄
• 分子量: 400.146
• InChiKey: WECCKUINYGWLQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  Acide 3-dioxolan-3-perfluoropentyl-propanoique 在 氯化亚砜 作用下， 以 四氯化碳 为溶剂， 反应 0.25h， 生成 (2-Undecafluoropentyl-[1,3]dioxolan-2-yl)-acetyl chloride
  参考文献：
  名称：

  Serendipity in perfluorinated series: unexpected synthesis of 7-(perfluoroalkyl)-2,3-dihydro-5 H -1,4-dioxepin-5-one

  摘要：

  Treatment of [2-(perfluoroalkyl)-1,3-dioxolan-2-yl]acetic acids with thionyl chloride and a 48% HBr solution yields 7-polyfluoroalkyl-2,3-dihydro-5H-1,4-dioxepine-5-one. The production of this unexpected entity is explained by a rearrangement mechanism proposed in this work. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00127-7
• 作为产物：
  描述：

  乙二醇 、 2H,2H-全氟辛酸 在 氢氧化钾 作用下， 反应 3.0h， 以77%的产率得到Acide 3-dioxolan-3-perfluoropentyl-propanoique
  参考文献：
  名称：

  Réactivité des acides 2-perfluoroalkyléthanoı̈ques: préparation de tensioactifs originaux et application à la formulation d'émulsions–gels

  摘要：

  2H, 2H-perfluoroalkylethanoic acids give, under mild conditions, in the presence of alcoholic potassium hydroxide, corresponding enol ethers or ketals in very good yield. The reduction of the acid function of these derivatives and the aminolysis of the corresponding eaters lead to relatively hydrophobic surfactants. These compounds have been tested to determine if they give stable gel-emulsions from fluorocarbons.

  DOI：

  10.1016/s0022-1139(99)00116-5

文献信息

• Réactivité des acides 2-perfluoroalkyléthanoı̈ques: préparation de tensioactifs originaux et application à la formulation d'émulsions–gels
  作者：Carole Zuczek、Christine Gérardin-Charbonnier、Sabine Rocca、Sylvie Thiébaut、Claude Selve

  DOI：10.1016/s0022-1139(99)00116-5

  日期：1999.10

  2H, 2H-perfluoroalkylethanoic acids give, under mild conditions, in the presence of alcoholic potassium hydroxide, corresponding enol ethers or ketals in very good yield. The reduction of the acid function of these derivatives and the aminolysis of the corresponding eaters lead to relatively hydrophobic surfactants. These compounds have been tested to determine if they give stable gel-emulsions from fluorocarbons.
• Serendipity in perfluorinated series: unexpected synthesis of 7-(perfluoroalkyl)-2,3-dihydro-5 H -1,4-dioxepin-5-one
  作者：Barbara Villaume、Christine Gérardin-Charbonnier、Sylvie Thiébaut、Claude Selve

  DOI：10.1016/s0040-4039(01)00127-7

  日期：2001.3

  Treatment of [2-(perfluoroalkyl)-1,3-dioxolan-2-yl]acetic acids with thionyl chloride and a 48% HBr solution yields 7-polyfluoroalkyl-2,3-dihydro-5H-1,4-dioxepine-5-one. The production of this unexpected entity is explained by a rearrangement mechanism proposed in this work. (C) 2001 Elsevier Science Ltd. All rights reserved.