2-[(8-氯-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十六氟辛基)氧基]-1,1,2,2-四氟乙烷磺酰氯 | 73606-15-2

• 物质功能分类: 有机原料 - 有机氟化合物
• 分子结构分类: 有机化合物 - 有机卤素化合物 - 磺酰卤
• 中文名称: 2-[(8-氯-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十六氟辛基)氧基]-1,1,2,2-四氟乙烷磺酰氯
• 英文名称: 3-oxa-11-chloro-eicosafluoroundecane sulfonyl fluoride
• 英文别名: 3-oxa-11-chloroperfluoro-undecane sulfonylfluoride；2-[(8-Chloro-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexadecafluorooctyl)oxy]-1,1,2,2-tetrafluoroethanesulfonyl fluoride；2-(8-chloro-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexadecafluorooctoxy)-1,1,2,2-tetrafluoroethanesulfonyl fluoride
• CAS: 73606-15-2
• 化学式: C₁₀ClF₂₁O₃S
• 分子量: 634.594
• InChiKey: UQBUBNOZWZCKIV-UHFFFAOYSA-N

物化性质

• 沸点：
  261.0±40.0 °C(Predicted)
• 密度：
  1.827±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  2-[(8-氯-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十六氟辛基)氧基]-1,1,2,2-四氟乙烷磺酰氯 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 反应 14.0h， 生成 methyl 8-chloro-tetradecafluorooctanate
  参考文献：
  名称：

  The pyrolysis of 3-oxa-11-chloro-eicosafluoroundecane sulfinate and sulfonate salts

  摘要：

  DOI：

  10.1016/s0022-1139(00)81970-3
• 作为产物：
  描述：

  1,1,2,2-Tetrafluoro-2-(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexadecafluoro-8-iodo-octyloxy)-ethanesulfonyl fluoride 、 氯 生成 2-[(8-氯-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十六氟辛基)氧基]-1,1,2,2-四氟乙烷磺酰氯
  参考文献：
  名称：

  anonymous, Chemical Abstracts, Huaxue Xuebao 37 (1978) 79 315/324, 1980, vol. 93, p. 113886

  摘要：

  DOI：

文献信息

• Photooxidation of perhalofluorosulfinates. A simple and effective method for the synthesis of perhalofluorocarboxylic acids and their esters from the corresponding sulfonyl fluorides
  作者：Chang-Ming Hu、Ze-Qi Xu、Wei-Yuan Huang

  DOI：10.1016/s0022-1139(00)83975-5

  日期：1989.1

  Photooxidation promoted by ultraviolet irradiation of perhalofluorosulfinates afforded a simple and effective method for the synthesis of perhalofluorocarboxylic acids and their esters from the corresponding sulfonyl fluorides.

  通过紫外线辐射全卤氟亚磺酸盐促进的光氧化作用提供了一种简单有效的方法，可以从相应的磺酰氟合成全卤氟羧酸及其酯。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.SVol.3, 6.2.3.4, page 152 - 186
  作者：

  DOI：——

  日期：——
• A redox-initiated per(poly)fluoroalkylation of olefins by per(poly)fluoroalkyl chlorides
  作者：Changming Hu、Fengling Qing

  DOI：10.1021/jo00022a025

  日期：1991.10

  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.
• Reaction of perfluoroalkanesulfinates with allyl and propargyl halides. A convenient synthesis of 3-(perfluoroalkyl)prop-1-enes and 3-(perfluoroalkyl)allenes
  作者：Changming Hu、Fengling Qing、Weiyuan Huang

  DOI：10.1021/jo00008a041

  日期：1991.4

  The reaction of perfluoroalkanesulfinates, R(f)CF2SO2Na, with allyl and propargyl halides, in the presence of (NH4)2S2O8, gave 3-(perfluoroalkyl)prop-1-enes (R(f)CH2CH = CH2) and 3-(perfluoroalkyl)allenes (R(f)CH = C = CH2), respectively, in good yield. Evidence is presented for a radical addition-elimination mechanism for the reaction. The reaction represents a synthetically viable and convenient route to such compounds.
• Reaction of perhalofluoroalkyl sulfinates with one-electron transfer oxidants. A facile method for the synthesis of perhalofluorocarboxylic acids
  作者：Chang-Ming Hu、Ze-Qi Xu、Wei-Yuan Huang

  DOI：10.1016/s0022-1139(00)85037-x

  日期：1990.9