2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluoro-decyl)-malonic acid dimethyl ester | 220075-02-5

• 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: 2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluoro-decyl)-malonic acid dimethyl ester
• 英文别名: Dimethyl 2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)propanedioate
• CAS: 220075-02-5
• 化学式: C₁₅H₁₁F₁₇O₄
• 分子量: 578.223
• InChiKey: LOVPUSLVGMVZRT-UHFFFAOYSA-N

物化性质

• 沸点：
  110-112 °C(Press: 0.2 Torr)
• 密度：
  1.535±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluoro-decyl)-malonic acid dimethyl ester 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)-malonic acid
  参考文献：
  名称：

  Nouveaux procédés de préparation des isocyanates F-alkylés linéaires ou ramifiés à partir des iodures de 2-F-alkyléthyle

  摘要：

  Isocyanates are extremely versatile compounds in organic synthesis, but their synthesis is not easy. One of the most convenient methods uses acids as intermediates. In the F-alkyl series, it is sometimes difficult to obtain them by a general way. We have managed an efficient synthetic route to F-alkyl acids through malonates from 2-F-alkylethyl iodides.

  DOI：

  10.1016/s0022-1139(98)00235-8
• 作为产物：
  描述：

  1,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十七氟-10-碘庚烷 、 丙二酸二甲酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.25h， 生成 2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluoro-decyl)-malonic acid dimethyl ester
  参考文献：
  名称：

  One F-Octyl versus Two F-Butyl Chains in Surfactant Aggregation Behavior

  摘要：

  An easy synthetic procedure in two or three steps from perfluoroalkylethyl iodide derivatives led to six novel fluorinated carboxylates monomeric and gemini surfactants with one or two hydrophobic tails, respectively: R-F(C2H4)CH(CO2-)(2),2Na(+) and [RF(C2H4)](2)C(CO2-),Na+, where R-F = C4F9, C6F13, and C8F12. These anionic surfactants exhibited very low surface tension from 15 to 33 mN/m as well as low critical micelle concentration until 1.3 x 10(-4) mol/L. Furthermore, the surface properties of the gemini compound with two short fluoroalkyl chains (R-F = C4F9) were found to be almost equal to those of the monomeric surfactant with one long fluoroalkyl chain (R-F = C8F17), which could provide an interesting alternative to the bioaccumulative long-chain perfluorinated surfactant.

  DOI：

  10.1021/la403173v

文献信息

• Nucleophilic displacements of 2-perfluoroalkyl-1-iodoethanes: improved synthesis of fluorine-containing malonic esters
  作者：H Trabelsi、F Szönyi、S Geribaldi

  DOI：10.1016/s0022-1139(00)00388-2

  日期：2001.1

  The replacement of iodide in 2-perfluoroalkyl-1-iodoethanes by anions derived from dialkyl malonate affords α-(2-perfluoroalkyl)ethyl malonic esters in high yields with negligible elimination and dialkylation, using bases such as K2CO3 or NaH in THF. The physical properties of the products are described.

  通过从丙二酸二烷基酯，得到α-衍生的阴离子中的2-全氟烷基-1- iodoethanes更换碘化物（2-全氟烷基）乙基高收率具有可忽略的消除和二烷基化，使用碱如K丙二酸酯2 CO 3或NaH的THF 。描述了产品的物理性质。