2-chloro-2-<2-(F-hexyl)ethylthio>acetate d'ethyle | 133707-81-0

• 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: 2-chloro-2-<2-(F-hexyl)ethylthio>acetate d'ethyle
• 英文别名: Ethyl 2-chloro-2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylsulfanyl)acetate
• CAS: 133707-81-0
• 化学式: C₁₂H₁₀ClF₁₃O₂S
• 分子量: 500.708
• InChiKey: WJQYYDWEJMULQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  2-chloro-2-<2-(F-hexyl)ethylthio>acetate d'ethyle 在 甲醇 、 sodium hydroxide 作用下， 反应 5.0h， 生成 2-Chloro-2-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylsulfanyl)acetic acid
  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：

  ethyl 2-(perfluorohexyl)ethylthioacetate 在 N-氯代丁二酰亚胺 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 7.0h， 以86%的产率得到2-chloro-2-<2-(F-hexyl)ethylthio>acetate d'ethyle
  参考文献：
  名称：

  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

  摘要：

  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).

  DOI：

  10.1016/s0022-1139(00)80286-9

文献信息

• Dieng, Samba Y; Szoenyi, Stephane; Jouani, Mohamed Azz-Eddine, Bulletin de la Societe Chimique de France, 1997, vol. 134, # 2, p. 235 - 241
  作者：Dieng, Samba Y、Szoenyi, Stephane、Jouani, Mohamed Azz-Eddine、Trabelsi, Hedi、Cambon, Aime

  DOI：——

  日期：——