Sodium; 6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-hexane-1-sulfonate | 136176-40-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: Sodium; 6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-hexane-1-sulfonate
• 英文别名: Sodium;6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluorohexane-1-sulfonate
• CAS: 136176-40-4
• 化学式: C₆ClF₁₂O₃S*Na
• 分子量: 438.554
• InChiKey: NGWQMNRKFMFALP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  65.6
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  1-庚烯 、 Sodium; 6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-hexane-1-sulfonate 在 ammonium peroxydisulfate 、 sodium formate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以77%的产率得到Sodium; 1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-tridecane-1-sulfonate
  参考文献：
  名称：

  A redox-initiated per(poly)fluoroalkylation of olefins by per(poly)fluoroalkyl chlorides

  摘要：

  The per(poly)fluoroalkylation of olefins by per(poly)fluoroalkyl chlorides, initiated by ammonium persulfate/sodium formate (NH4)2S2O8/HCO2Na), is described. The reaction proceeds smoothly in polar aprotic solvents. The presence of functional groups like sodium carboxylate or sulfonate in the polyfluoroalkyl chloride appear to facilitate the reaction. The reaction appears to be initiated by a single-electron transfer, represents the first example of the reactivity of per(poly)fluoroalkyl chlorides, and also demonstrates their use as per(poly)fluoroalkylating agents. For alpha-chloro-omega-iodoperfluoroalkanes only the carbon-iodine bond is cleaved during the reaction. An explanation for the apparent stability of the carbon-chlorine bond in such compounds is given.

  DOI：

  10.1021/jo00022a025
• 作为产物：
  描述：

  1-氯-1,1,2,2,3,3,4,4,5,5,6,6-十二氟-6-碘己烷 在 sodium dithionite 、 氯 、 碳酸氢钠 作用下， 生成 Sodium; 6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-hexane-1-sulfonate
  参考文献：
  名称：

  A redox-initiated per(poly)fluoroalkylation of olefins by per(poly)fluoroalkyl chlorides

  摘要：

  The per(poly)fluoroalkylation of olefins by per(poly)fluoroalkyl chlorides, initiated by ammonium persulfate/sodium formate (NH4)2S2O8/HCO2Na), is described. The reaction proceeds smoothly in polar aprotic solvents. The presence of functional groups like sodium carboxylate or sulfonate in the polyfluoroalkyl chloride appear to facilitate the reaction. The reaction appears to be initiated by a single-electron transfer, represents the first example of the reactivity of per(poly)fluoroalkyl chlorides, and also demonstrates their use as per(poly)fluoroalkylating agents. For alpha-chloro-omega-iodoperfluoroalkanes only the carbon-iodine bond is cleaved during the reaction. An explanation for the apparent stability of the carbon-chlorine bond in such compounds is given.

  DOI：

  10.1021/jo00022a025