<2-(F-hexyl)-ethyl>dimorpholinophosphoramidate | 134051-89-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: <2-(F-hexyl)-ethyl>dimorpholinophosphoramidate
• 英文别名: [2-(F-hexyl)-ethyl]dimorpholinophosphoramidate；(2-(F-Hexyl)ethyl) dimorpholinophosphoramidate；4-[morpholin-4-yl(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctoxy)phosphoryl]morpholine
• CAS: 134051-89-1
• 化学式: C₁₆H₂₀F₁₃N₂O₄P
• 分子量: 582.299
• InChiKey: MYWNYBRHKQPGRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  36
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  四氯化锡 、 <2-(F-hexyl)-ethyl>dimorpholinophosphoramidate 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 C₃₂H₄₀Cl₄F₂₆N₄O₈P₂Sn 、 C₃₂H₄₀Cl₄F₂₆N₄O₈P₂Sn
  参考文献：
  名称：

  带有多氟烷基的磷酰基配体的四氯化锡配合物的合成、表征和溶解行为

  摘要：

  新型八面体四氯化锡配合物SnCl 4 .2L (L = RR 2 N) 2 P(O)O(CH 2 ) 2 C 6 F 13的合成与表征；NR 2  = NC 5 H 10 ( 1 ); NC 4 H 8 ( 2 ); N(CH 2 CH 2 ) 2 O ( 3 ); NEt 2 ( 4 ), L = RR 2 N) 2 P(O)O(CH 2 ) 2 C 8F 17 ; NR 2  = NC 5 H 10 ( 5 ); NC 4 H 8 ( 6 ); N(CH 2 CH 2 ) 2 O ( 7 ), L = R 2 NP(O)(O(CH 2 ) 2 C 6 F 13 ) 2 ; NC 5 H 10 ( 8 ); NC 4 H 8 ( 9 ); N(CH 2 CH 2 ) 2 O ( 10); NEt 2 ( 11 ), L = R 2 NP(O)(O(CH 2 ) 2 C 8 F 17 ) 2

  DOI：

  10.1016/j.ica.2022.120803
• 作为产物：
  描述：

  3,3,4,4,5,5,6,6,7,7,8,8,8-十三氟-1-辛醇 在 三乙胺 、 三氯氧磷 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 <2-(F-hexyl)-ethyl>dimorpholinophosphoramidate
  参考文献：
  名称：

  Synthesis and preliminary data on the biocompatibility and emulsifying properties of perfluoroalkylated phosphoramidates as injectable surfactants

  摘要：

  Perfluoroalkylated dimorpholinophosphoramidates, 1-4, were synthesized in 65-80% yield by phosphorylation of the appropriate perfluoroalkylated alcohol by phosphorus oxytrichloride, followed by reaction with morpholine. Preliminary biological tests (effect on cell cultures, hemolysis of red blood cells, and acute in vivo toxicity in mice) performed on compounds 1 to 5 show that the F-alkylated derivatives 1 to 4 are better tolerated than their hydrocarbon analog 5 in spite of their higher surface activity. Where the emulsification of fluorocarbons is concerned, the incorporation of the perfluoroalkylated compounds 1 to 4 in 20% w/v F-decalin/lecithin-based emulsions results in a slight stabilizing effect (not found for the hydrocarbon analog 5), detectable only after one month of storage at 25-degrees-C. However, when used as the sole surfactant, the F-alkylated dimorpholinophosphoramidates show no emulsifying properties; this may be assigned to insufficient hydrophilicity of the dimorpholinophosphoramidate head.

  DOI：

  10.1016/0223-5234(91)90151-c

文献信息

• Synthesis and preliminary data on the biocompatibility and emulsifying properties of perfluoroalkylated phosphoramidates as injectable surfactants
  作者：MP Krafft、P Vierling、JG Riess

  DOI：10.1016/0223-5234(91)90151-c

  日期：1991.7

  Perfluoroalkylated dimorpholinophosphoramidates, 1-4, were synthesized in 65-80% yield by phosphorylation of the appropriate perfluoroalkylated alcohol by phosphorus oxytrichloride, followed by reaction with morpholine. Preliminary biological tests (effect on cell cultures, hemolysis of red blood cells, and acute in vivo toxicity in mice) performed on compounds 1 to 5 show that the F-alkylated derivatives 1 to 4 are better tolerated than their hydrocarbon analog 5 in spite of their higher surface activity. Where the emulsification of fluorocarbons is concerned, the incorporation of the perfluoroalkylated compounds 1 to 4 in 20% w/v F-decalin/lecithin-based emulsions results in a slight stabilizing effect (not found for the hydrocarbon analog 5), detectable only after one month of storage at 25-degrees-C. However, when used as the sole surfactant, the F-alkylated dimorpholinophosphoramidates show no emulsifying properties; this may be assigned to insufficient hydrophilicity of the dimorpholinophosphoramidate head.
• Synthesis, characterization and solution behaviour of tin tetrachloride complexes with phosphoryl ligands bearing polyfluoroalkyl groups
  作者：Fahima Laribi、M.A.K. Sanhoury、H. Mechi、D. Merlet、I. Chehidi

  DOI：10.1016/j.ica.2022.120803

  日期：2022.4

  temperature, the existence of phosphoramidate complexes as mixtures of cis and trans isomers with predominance of the trans form for all complexes except the phosphate adduct 14, which shows only the cis isomer. The difference could be interpreted in terms of the Lewis basicity of the ligand and steric factors. The solution behavior of these complexes in the presence of excess ligand was also investigated

  新型八面体四氯化锡配合物SnCl 4 .2L (L = RR 2 N) 2 P(O)O(CH 2 ) 2 C 6 F 13的合成与表征；NR 2  = NC 5 H 10 ( 1 ); NC 4 H 8 ( 2 ); N(CH 2 CH 2 ) 2 O ( 3 ); NEt 2 ( 4 ), L = RR 2 N) 2 P(O)O(CH 2 ) 2 C 8F 17 ; NR 2  = NC 5 H 10 ( 5 ); NC 4 H 8 ( 6 ); N(CH 2 CH 2 ) 2 O ( 7 ), L = R 2 NP(O)(O(CH 2 ) 2 C 6 F 13 ) 2 ; NC 5 H 10 ( 8 ); NC 4 H 8 ( 9 ); N(CH 2 CH 2 ) 2 O ( 10); NEt 2 ( 11 ), L = R 2 NP(O)(O(CH 2 ) 2 C 8 F 17 ) 2