1-iodo-3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorodecane | 302785-83-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: 1-iodo-3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorodecane
• 英文别名: 3,3,4,4,5,5,6,6,7,7,8,8-dodecafluoro-1-iododecane
• CAS: 302785-83-7
• 化学式: C₁₀H₉F₁₂I
• 分子量: 484.067
• InChiKey: FGJWRRAZTFENTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1-iodo-3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorodecane 在 甲酸 、 双氧水 、 硫脲 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 78.0h， 生成 Sodium; 3,3,4,4,5,5,6,6,7,7,8,8-dodecafluoro-decane-1-sulfonate
  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 、 三正丁基氢锡 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以60%的产率得到1-iodo-3,3,4,4,5,5,6,6,7,7,8,8-dodecafluorodecane
  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 Assessments of Ethyl-Terminated Perfluoroalkyl Nonionic Surfactants Derived from Tris(hydroxymethyl)acrylamidomethane
  作者：Philippe Barthélémy、Bruno Ameduri、Elodie Chabaud、Jean-Luc Popot、Bernard Pucci

  DOI：10.1021/ol990558f

  日期：1999.12.1

  describe the synthesis and preliminary physicochemical and biological assessments of a new class of nonionic hybrid hydrofluoro amphiphiles derived from tris(hydroxymethyl)aminomethane (THAM). The synthesis of the hydrophobic tail of these amphiphiles is based on the preparation of an asymmetrical hydrofluorocarbon derivative containing an ethyl segment, a fluorocarbon core, and an ethyl thiol moiety. This

  我们描述了从三（羟甲基）氨基甲烷（THAM）派生的一类新的非离子杂化氢氟两亲物的合成以及初步的理化和生物学评估。这些两亲物的疏水尾的合成是基于制备不对称的氢氟烃衍生物，该衍生物包含乙基链段，碳氟化合物核和乙基硫醇部分。该分子导致THAM半乳糖基化的单加合物或端粒。这些两亲物既不显示对细胞膜的去污力，也不显示膜蛋白变性。
• Glucose-Based Surfactants with Hydrogenated, Fluorinated, or Hemifluorinated Tails: Synthesis and Comparative Physical-Chemical Characterization
  作者：Maher Abla、Grégory Durand、Bernard Pucci

  DOI：10.1021/jo801379e

  日期：2008.11.7

  (Hemi)fluorinated hydrophobic chains have been found to minimize the denaturating propensity of surfactants toward membrane proteins. The work reported herein deals with the synthesis of a new series of non-ionic glucose-based surfactants endowed with a hybrid hemifluorocarbon chain. The convergent synthesis is based on a one-pot reduction/alkylation of hemifluorinated thioacetate and glucosylated trishydroxymethyl

  已经发现（半）氟化的疏水链使表面活性剂对膜蛋白的变性倾向最小化。本文报道的工作涉及具有杂化半氟化碳链的新系列非离子葡萄糖基表面活性剂的合成。收敛的合成是基于在甲醇中使用NaBH4一锅还原/烷基化半氟化的硫代乙酸酯和糖基化的三羟甲基丙烯酰胺甲烷。为了提高产率并避免使用过量的商业上不可用的半氟化硫醇，对这种“轻度”烷基化进行了研究。通过表面张力测量和动态光散射（DLS）研究了该新系列水溶液的物理化学性质，以及它们在反相色谱中的行为，并与它们的氢化和全氟化类似物进行了比较。更高的临界胶束浓度值和反相色谱法测得的异常疏水性证明了额外的乙基末端对氟化链的非典型作用。而且，根据Israelachvili的概念，DLS研究表明，带有较大极性头的表面活性剂会自组装成细小且分明的聚集体，这表明形成了球形胶束，而不是通常使用传统氟化表面活性剂观察到的圆柱形胶束。更高的临界胶束浓度值和反相色谱法测得的异常疏水性