3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-二十一氟十二碳酰氯 | 64018-26-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 中文名称: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-二十一氟十二碳酰氯
• 英文名称: 2-perfluorodecyl ethanoyl chloride
• 英文别名: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluorododecanoyl chloride
• CAS: 64018-26-4
• 化学式: C₁₂H₂ClF₂₁O
• 分子量: 596.567
• InChiKey: DYTUUAFTUFQJQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  二(四甘醇单甲醚)胺 、 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-二十一氟十二碳酰氯 在 三乙胺 作用下， 反应 3.0h， 以82%的产率得到3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-henicosafluoro-N,N-bis[2-[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]ethyl]dodecanamide
  参考文献：
  名称：

  Monodisperse perfluoro-polyethoxylated amphiphilic compounds with two-chain polar head - preparation and properties

  摘要：

  Monodisperse new surfactant molecules with a two-chain polyoxyethylene (EO) hydrophilic head and a per fluoroalkyl hydrophobic moiety linked together through an amide bond are synthesized by methods allowing large-scale production. Surface tension measurements (gamma-approximately-20 mN.m-1) show slow organization of the surfactant film at the water/air interface for longer fluorocarbon tail. Values of critical micellar concentrations and comparisons with monosubstituted amide surfactants are consistent with a high hydrophilicity of the amide function, a small influence of branching over hydrophilicity, and a hydrophobicity of each CF2 unit equivalent to 1.7 methylenes (in the analogous hydrogenated surfactants).

  DOI：

  10.1016/s0040-4020(01)90499-5
• 作为产物：
  描述：

  1H,1H,2H,2H-全氟-1-十二醇 在 chromium(VI) oxide 、 五氯化磷 、 硫酸 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 2.08h， 生成 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,12,12,12-二十一氟十二碳酰氯
  参考文献：
  名称：

  Synthesis of 2H,2H-perfluoroalkyl and 2H-perfluoroalkenyl carboxylic acids and amides

  摘要：

  An efficient and convenient procedure for the synthesis of 2-perfluoroalkyl ethanoic acids by direct oxidation of 2-perfluoroalkyl ethanols with Jones' reagent (CrO3/H2SO4) is described. Treatment of the acids with aqueous sodium hydroxide gave 3-perfluoroalkyl, 3-fluoro-2,3-propenyl carboxylic acids which may be used for the preparation of the corresponding chlorides and amides.

  DOI：

  10.1016/0022-1139(94)03084-d

文献信息

• SELVE, C.;RAVEY, J. -C.;STEBE, M. -J.;MOUDJAHID, C. EL.;MOUMNI, E. M.;DEL+, TETRAHEDRON, 47,(1991) N, C. 411-428
  作者：SELVE, C.、RAVEY, J. -C.、STEBE, M. -J.、MOUDJAHID, C. EL.、MOUMNI, E. M.、DEL+

  DOI：——

  日期：——
• SELVE, CLAUDE;MOUMNI, EL MOSTAFA;DELPUECH, JEAN-JACQUES, J. CHEM. SOC. CHEM. COMMUN.,(1987) N 19, 1437-1438
  作者：SELVE, CLAUDE、MOUMNI, EL MOSTAFA、DELPUECH, JEAN-JACQUES

  DOI：——

  日期：——
• Monodisperse perfluoro-polyethoxylated amphiphilic compounds with two-chain polar head - preparation and properties
  作者：C. Selve、J-C. Ravey、M-J. Stebe、C. El Moudjahid、E.M. Moumni、J-J. Delpuech

  DOI：10.1016/s0040-4020(01)90499-5

  日期：1991.1

  Monodisperse new surfactant molecules with a two-chain polyoxyethylene (EO) hydrophilic head and a per fluoroalkyl hydrophobic moiety linked together through an amide bond are synthesized by methods allowing large-scale production. Surface tension measurements (gamma-approximately-20 mN.m-1) show slow organization of the surfactant film at the water/air interface for longer fluorocarbon tail. Values of critical micellar concentrations and comparisons with monosubstituted amide surfactants are consistent with a high hydrophilicity of the amide function, a small influence of branching over hydrophilicity, and a hydrophobicity of each CF2 unit equivalent to 1.7 methylenes (in the analogous hydrogenated surfactants).
• Synthesis of 2H,2H-perfluoroalkyl and 2H-perfluoroalkenyl carboxylic acids and amides
  作者：Samuel Achilefu、Laurence Mansuy、Claude Selve、Sylvie Thiebaut

  DOI：10.1016/0022-1139(94)03084-d

  日期：1995.1

  An efficient and convenient procedure for the synthesis of 2-perfluoroalkyl ethanoic acids by direct oxidation of 2-perfluoroalkyl ethanols with Jones' reagent (CrO3/H2SO4) is described. Treatment of the acids with aqueous sodium hydroxide gave 3-perfluoroalkyl, 3-fluoro-2,3-propenyl carboxylic acids which may be used for the preparation of the corresponding chlorides and amides.