sodium bromodifluoromethanesulfinate | 154357-93-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: sodium bromodifluoromethanesulfinate
• 英文别名: Sodium;bromo(difluoro)methanesulfinate
• CAS: 154357-93-4
• 化学式: CBrF₂O₂S*Na
• 分子量: 216.966
• InChiKey: LRSDOVNZECTSNL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.19
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-phenoxybenzofuran 、 sodium bromodifluoromethanesulfinate 在 叔丁基过氧化氢 作用下， 以 癸烷 、 二氯甲烷 、 乙腈 为溶剂， 反应 16.0h， 以62%的产率得到2-(bromodifluoromethyl)-5-phenoxybenzofuran
  参考文献：
  名称：

  溴代二氟甲烷亚磺酸钠的杂芳族化合物的溴二氟甲基化

  摘要：

  开发了用溴代二氟甲烷亚磺酸钠（BrCF 2 SO 2 Na）进行杂芳族化合物（苯并呋喃，苯并[ b ]噻吩和2 H-铬-2--2-酮）的溴二氟甲基化。该反应在室温下顺利进行，以中等至高收率得到溴二氟甲基化产物。

  DOI：

  10.1016/j.tetlet.2016.04.095

文献信息

• New Electrophilic Bromodifluoromethylation and Pentafluoroethylation Reagents
  作者：Ji-Chang Xiao、Cheng-Pan Zhang、Hai-Ping Cao、Zong-Ling Wang、Chun-Tao Zhang、Qing-Yun Chen

  DOI：10.1055/s-0029-1219579

  日期：2010.4

  S-(fluoroalkyl)diphenylsulfonium salts have been successfully synthesized from the reaction between fluoroalkylsul­finates and triflic anhydride in dichloromethane through a one-pot procedure. These S-(fluoroalkyl)diphenylsulfonium salts have been demonstrated to be effective reagents to fluoroalkylate C-nucleophilic substrates. Ionic substitution and radical or halogenophilic mechanism might be all involved in the reactions.

  在二氯甲烷中，氟烷基硫酸盐与三氟酸酐发生反应，通过一锅程序成功合成了 S-（氟烷基）二苯基锍盐。这些 S-（氟烷基）二苯基锍盐已被证明是氟烷基化 C-亲核底物的有效试剂。这些反应可能涉及离子取代、自由基或亲卤机制。
• One-pot synthesis of arylfluoroalkylsulfoxides and study of their anomalous 19F NMR behavior
  作者：Cheng-Pan Zhang、Zong-Ling Wang、Qing-Yun Chen、Chun-Tao Zhang、Ji-Chang Xiao

  DOI：10.1016/j.jfluchem.2009.12.019

  日期：2010.3

  Arylfluoroalkylsulfoxides were successfully synthesized in one-pot when fluoroalkylsulfinate reacted with benzene and triffic anhydride in triflic acid and dichloromethane as the medium. The characteristics of their F-19 NMR spectra were examined and analyzed for these structures. Electronic and steric effects of substituents at alpha- or beta-position were revealed to be the main cause of the anomalous behavior of their chemical shifts and coupling constants. Interactions between arylfluoroalkylsulfoxides and solvents were also investigated and discussed. (C) 2009 Elsevier B.V. All rights reserved.