4,4,5,5,6,6,7,7,8,8,9,9-Dodecafluoro-undecanoic acid | 350245-87-3

• 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: 4,4,5,5,6,6,7,7,8,8,9,9-Dodecafluoro-undecanoic acid
• 英文别名: 4,4,5,5,6,6,7,7,8,8,9,9-Dodecafluoroundecanoic acid
• CAS: 350245-87-3
• 化学式: C₁₁H₁₀F₁₂O₂
• 分子量: 402.18
• InChiKey: SVCUOGZIHPAHLA-UHFFFAOYSA-N

物化性质

• 沸点：
  272.1±35.0 °C(Predicted)
• 密度：
  1.487±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  4,4,5,5,6,6,7,7,8,8,9,9-Dodecafluoro-undecanoic acid 在 lithium aluminium tetrahydride 、 TEA 、 三氯氧磷 作用下， 以 乙醚 为溶剂， 反应 8.0h， 生成 Phosphoric acid mono-(4,4,5,5,6,6,7,7,8,8,9,9-dodecafluoro-undecyl) ester
  参考文献：
  名称：

  Synthesis and preliminary assessments of hybrid hydrocarbon–fluorocarbon anionic and non-ionic surfactants

  摘要：

  We describe the synthesis and preliminary physico-chemical assessments of ionic and non-ionic hybrid hydrofluorocarbon amphiphiles. Monoreduction reaction of the symmetrical starting material 1,10-diiodo-3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorodecane provides the ethyl terminated fluorocarbon chains. These non-symmetrical hydrofluorocarbon surfactants contain an ethyl segment, a fluorocarbon core and either nonionic or anionic polar heads (sulfate. sulfonate, phosphate. carboxylate or glycosidic groups). The lactobionolactone can be reacted with hydrofluorocarbon amines to obtain the non-ionic hydrophilic moiety whereas the anionic heads come from monoiodo and/or hydroxyl hydrofluorocarbon substrates. The critical micellar concentration (CMC) values of these novel surfactants were determined by surface tension and conductivity measurements. The results are compared to those measured with fluorinated homologues previously described. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00506-8
• 作为产物：
  描述：

  1,10-diiodo-3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorodecane 在 偶氮二异丁腈 、 硫酸 、 三正丁基氢锡 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 78.0h， 生成 4,4,5,5,6,6,7,7,8,8,9,9-Dodecafluoro-undecanoic acid
  参考文献：
  名称：

  Synthesis and preliminary assessments of hybrid hydrocarbon–fluorocarbon anionic and non-ionic surfactants

  摘要：

  We describe the synthesis and preliminary physico-chemical assessments of ionic and non-ionic hybrid hydrofluorocarbon amphiphiles. Monoreduction reaction of the symmetrical starting material 1,10-diiodo-3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorodecane provides the ethyl terminated fluorocarbon chains. These non-symmetrical hydrofluorocarbon surfactants contain an ethyl segment, a fluorocarbon core and either nonionic or anionic polar heads (sulfate. sulfonate, phosphate. carboxylate or glycosidic groups). The lactobionolactone can be reacted with hydrofluorocarbon amines to obtain the non-ionic hydrophilic moiety whereas the anionic heads come from monoiodo and/or hydroxyl hydrofluorocarbon substrates. The critical micellar concentration (CMC) values of these novel surfactants were determined by surface tension and conductivity measurements. The results are compared to those measured with fluorinated homologues previously described. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00506-8

文献信息

• Synthesis and preliminary biochemical assessment of ethyl-terminated perfluoroalkylamine oxide surfactants
  作者：Yann Chaudier、Francesca Zito、Philippe Barthélémy、David Stroebel、Bruno Améduri、Jean-Luc Popot、Bernard Pucci

  DOI：10.1016/s0960-894x(02)00242-1

  日期：2002.6

  The synthesis and usefulness in membrane biochemistry of a new class of surfactants have been investigated. 1-Ethyl-2-dimethylamine oxide polar heads were grafted onto a hydrocarbon, a fluorocarbon or an ethyl-capped fluorocarbon hydrophobic tail. The ability of the resulting surfactants to extract and/or to stabilize in aqueous solution a test membrane protein, cytochrome b(6)f, was evaluated. While it is not a detergent, the hemifluorinated derivative efficiently kept purified cytochrome b(6)f soluble, native and functional. The data suggest that alkyl-capped fluorocarbon surfactants provide an interesting alternative to classical detergents for handling membrane proteins in aqueous solutions under non-dissociating conditions. (C) 2002 Elsevier Science Ltd. All rights reserved.