ethyl 2-(perfluorooctyl)ethylthioacetate | 87851-88-5

• 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: ethyl 2-(perfluorooctyl)ethylthioacetate
• 英文别名: Ethyl 2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecylsulfanyl)acetate
• CAS: 87851-88-5
• 化学式: C₁₄H₁₁F₁₇O₂S
• 分子量: 566.279
• InChiKey: XQVDXUONLYLVEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  ethyl 2-(perfluorooctyl)ethylthioacetate 在 氢氧化钾 、 叠氮基三甲基硅烷 、 五氯化磷 作用下， 以 甲醇 为溶剂， 反应 16.75h， 生成
  参考文献：
  名称：

  Synthèse de nouveaux isocyanates F-alkylés dérivés des 2′-ou 3′-[2-(F-alkyl)éthylthio] alkanoates d'éthyle

  摘要：

  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.

  DOI：

  10.1016/s0022-1139(98)00205-x
• 作为产物：
  描述：

  3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十七氟-1-癸硫醇 、 氯乙酸乙酯 在 sodium hydride 作用下， 生成 ethyl 2-(perfluorooctyl)ethylthioacetate
  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

• Synthesis of New Perfluoroalkylated 1,3,4-Oxadiazoles and 1,2,4-Triazoles Starting from 2-(Perfluoroalkyl)ethane Thiols
  作者：Ali Akremi、Mohamed Beji、Ahmed Baklouti

  DOI：10.1080/00397911.2010.494816

  日期：2011.7.1

  Abstract 5-[2-(Perfluoroalkyl)ethylthio]methyl}-1,3,4-oxadiazole-2-thiones 4a, b and 4-amino-5-[2-(perfluoroalkyl)ethylthio]methyl}-4H-1,2,4-triazole-3-thiones 5a, b have been prepared from 2-(perfluoroalkyl)ethane thiols 1a, b through a multistep reaction sequence. Compounds 4a, b were further reacted with aryloxysulfonylisocyanates to give the corresponding 5-[2-(perfluoroalkyl)ethylthio]meth

  摘要 5-[2-(全氟烷基)乙硫基]甲基}-1,3,4-恶二唑-2-硫酮 4a, b 和 4-氨基-5-[2-(全氟烷基)乙硫基]甲基}-4H- 1,2,4-三唑-3-硫酮5a、b已通过多步反应序列从2-(全氟烷基)乙硫醇1a、b制备。化合物4a、b进一步与芳氧基磺酰基异氰酸酯反应得到相应的5-[2-(全氟烷基)乙硫基]甲基}-N-(芳氧基磺酰基)-2-硫代-1,3,4-恶二唑-3(2H)-羧酰胺 6a-d。新产品以良好到中等的收率获得，其结构是根据红外、核磁共振和质谱数据确定的。
• Surface properties of new catanionic semi-fluorinated hybrid surfactants
  作者：Alioune Diouf、Elisabeth Taffin de Givenchy、Samba Yandé Dieng、Abdoulaye Dramé、Sonia Amigoni、Thierry Darmanin、Frédéric Guittard

  DOI：10.1016/j.jfluchem.2014.02.004

  日期：2014.5

  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.
• 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).
• 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：——