diethylaminodifluorosulfinium trifluoromethanesulfonate | 1226495-15-3

• 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: diethylaminodifluorosulfinium trifluoromethanesulfonate
• 英文别名: (Difluoro-lambda4-sulfanylidene)-diethylazanium;trifluoromethanesulfonate；(difluoro-λ4-sulfanylidene)-diethylazanium;trifluoromethanesulfonate
• CAS: 1226495-15-3
• 化学式: CF₃O₃S*C₄H₁₀F₂NS
• 分子量: 291.263
• InChiKey: YTSYWXJMWJTZMO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.66
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  87.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  ethanaminium,N-(difluoro-λ⁴-sulfanylidene)-N-ethyl-,tetrafluoroborate 在 三氟甲磺酸 作用下， 以 乙醚 为溶剂， 以81%的产率得到diethylaminodifluorosulfinium trifluoromethanesulfonate
  参考文献：
  名称：

  Aminodifluorosulfinium Salts: Selective Fluorination Reagents with Enhanced Thermal Stability and Ease of Handling^,

  摘要：

  Diethylaminodifluorosulfinium tetrafluoroborate (XtalFluor-E) and morpholinodifluorosulfinium tetrafluoroborate (XtalFluor-M) are crystalline fluorinating agents that are more easily handled and significantly more stable than Deoxo-Fluor, DAST, and their analogues. These reagents can be prepared in a safer and more cost-efficient manner by avoiding the laborious and hazardous distillation of dialkylaminosulfur trifluorides. Unlike DAST, Deoxo-Fluor, and Fluolead, XtalFluor reagents do not generate highly corrosive free-H F and therefore can be used in standard borosilicate vessels. When used in conjunction with promoters such as Et3N center dot 3HF, Et3N center dot 2HF, or DBU, XtalFluor reagents effectively convert alcohols to alkyl fluorides and carbonyls to gem-difluorides. These reagents are typically more selective than DAST and Deoxo-Fluor and exhibit superior performance by providing significantly less elimination side products.

  DOI：

  10.1021/jo100504x

文献信息

• [EN] DISUBSTITUTED-AMINODIFLUOROSULFINIUM SALTS, PROCESS FOR PREPARING SAME AND METHOD OF USE AS DEOXOFLUORINATION REAGENTS<br/>[FR] SELS DE (AMINO DISUBSTITUÉ)DIFLUOROSULFINIUM, LEURS PROCÉDÉS DE PRÉPARATION ET D'UTILISATION EN TANT QUE RÉACTIFS DE DÉSOXOFLUORATION
  申请人：OMEGACHEM INC

  公开号：WO2010145037A1

  公开（公告）日：2010-12-23

  The invention relates to disubstituted-aminodifluorosulfinium salts represented by the formula (I). Processes for preparing same and methods of use as deoxofluorinating reagent is also provided.

  该发明涉及由式(I)所表示的二取代氨基二氟亚砜盐。还提供了制备该盐的方法以及作为脱氟试剂使用的方法。