(3,3,4,4,5,5,6,6,6-Nonafluoro-hexylsulfanyl)-acetic acid ethyl ester | 87851-86-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3,3,4,4,5,5,6,6,6-Nonafluoro-hexylsulfanyl)-acetic acid ethyl ester
• 英文别名: Ethyl 2-(3,3,4,4,5,5,6,6,6-nonafluorohexylsulfanyl)acetate
• CAS: 87851-86-3
• 化学式: C₁₀H₁₁F₉O₂S
• 分子量: 366.248
• InChiKey: PSQTYLOYDDDSDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (3,3,4,4,5,5,6,6,6-Nonafluoro-hexylsulfanyl)-acetic acid ethyl ester 在 甲醇 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 77.0h， 生成
  参考文献：
  名称：

  Surface properties of new catanionic semi-fluorinated hybrid surfactants

  摘要：

  In order to study their aggregation behaviour, a rapid synthetic procedure from perfluoroalkylethyl thiol derivatives led to twenty four original catanionic hybrid surfactants of general formula: [RF(CH2)(2)S(CHQ)(2)CO2-; HN+(CH3)(2)R-H (Q= H or Cl; R-F = C4F9, C6F13, C8F17; R-H = C6H13, C8H17, C10H21, C12H25)]. Critical aggregation concentration (CAC), surface tension at the CAC (gamma s) and free energy of aggregation (Delta G(A)degrees) of the title surfactants, in aqueous solution, have been investigated as a function of the number of carbon atoms in both the fluorinated and the hydrocarbon tails. TEM studies were used to estimate the shape and size of the aggregates and confirmed the general tendency of fluorinated surfactants to form aggregates with lesser curvature. These catanionic surfactants exhibited very low surface tension at critical aggregation concentration (CAC) of 15.3-17.4 mN m(-1) as well as low CAC of 3 x 10(-5)-11 x 10(-3) and the substitution of one hydrogen atom by one chlorine atom didn't affect significantly the aggregation phenomenon. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.02.004
• 作为产物：
  描述：

  1H,1H,2H,2H-perfluorohexyl mercaptan 、 氯乙酸乙酯 在 sodium hydride 作用下， 生成 (3,3,4,4,5,5,6,6,6-Nonafluoro-hexylsulfanyl)-acetic acid ethyl ester
  参考文献：
  名称：

  F-烷基硫磺及砜类活性物质的合成及再活化

  摘要：

  在本文中，我们报道F-烷基化合物，例如R的合成˚F Ç 2 ħ 4 S（O）ñ CH 2 Z（其中n = 0,2和Z = H，O（C 6 ħ 5），COO， COOEt，COCH 3，CN）。利用这些化合物的碳负离子反应性，我们希望将它们用作表面活性剂的前体，将亲水性官能团接枝在碳原子α或α'上至硫原子上。这些化合物不是很活泼。此位点上的烷基化或酰化只能使用“伪丙二醛” CH 2（R F C 2 H 4 SO 2 CH 2 Z且Z =COØ，COOEt，COCH3，CN）。只有甲基碘和乙酰氯导致阳性结果。

  DOI：

  10.1016/s0022-1139(00)81133-1

文献信息

• Synthèse de nouveaux isocyanates F-alkylés dérivés des 2′-ou 3′-[2-(F-alkyl)éthylthio] alkanoates d'éthyle
  作者：M.A. Jouani、F. Le Duff、S. Szönyi、A. Cambon

  DOI：10.1016/s0022-1139(98)00205-x

  日期：1998.10

  Ethyl 2'- or 3'-[2-(F-alkyl)ethylthio] alkanoates intermediates are prepared by condensation of ethyl bromoalkanoates with 2-(F-alkyl) ethanethiols. These eaters are used as starting material in the synthesis of new F-alkylated isocyanates performed according to the Curtius method.
• Synthese D'α-chloro (2-F-alkyl ethyl thio) acetates d'ethyle en vue de l'obtention de precurseurs de tensio-actifs bicaudaux F-alkyles
  作者：S.Y. Dieng、L. Roman、F. Szönyi、A. Cambon

  DOI：10.1016/s0022-1139(00)80286-9

  日期：1991.2

  In this work we report the synthesis of ethyl alpha-chloro (F-alkyl-2 ethyl thio)acetates (F-alkyl: C4F9-,C6F13-,C8F17-) which are potential synthetic intermediates. We investigated their reactivity with mercaptans and alcohols: the dithioacetal compounds are excellent precursors in the synthesis of double-tailed amphiphiles (25 new compounds were obtained, identified and described).
• BOMMELAER, JEAN;CAMBON, ALME;SZONYI, FRANCOIS
  作者：BOMMELAER, JEAN、CAMBON, ALME、SZONYI, FRANCOIS

  DOI：——

  日期：——
• DIENG, S.;BERTAINA, B.;CAMBON, A., J. FLUOR. CHEM., 1985, 28, N 4, 425-440
  作者：DIENG, S.、BERTAINA, B.、CAMBON, A.

  DOI：——

  日期：——