tert.-Butyl(difluormethyl)aether | 21372-86-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert.-Butyl(difluormethyl)aether
• 英文别名: t-Butyldifluormethylether；2-(Difluoromethoxy)-2-methylpropane
• CAS: 21372-86-1
• 化学式: C₅H₁₀F₂O
• 分子量: 124.131
• InChiKey: DHGAOUPIXQHXGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  8
• 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：
  9.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N-dimethyl-S-difluoromethyl-S-phenylsulfoximinium tetrafluoroborate 、 叔丁醇 以 二氯甲烷 为溶剂， 反应 1.0h， 以45%的产率得到tert.-Butyl(difluormethyl)aether
  参考文献：
  名称：

  N,N-Dimethyl-S-difluoromethyl-S-phenylsulfoximinium tetrafluoroborate: A versatile electrophilic difluoromethylating reagent

  摘要：

  Over the past decade, sulfur-based fluoromethyl containing compounds have been exhaustively investigated as versatile fluoroalkylating reagents by our research laboratory as well as many others. Lately, we have designed a novel electrophilic difluoromethylating protocol employing in situ prepared N,N-dimethyl-S-difluoromethyl-S-phenylsulfoximinium salt. The present reagent provides excellent reactivity toward a broad spectrum of nucleophilic species (N-, P-, S-, and O-nucleophiles) to yield the corresponding difluoromethylated products with high efficacy under mild conditions. Additional studies have been performed to elucidate the mechanistic fundamentals of the reactions. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.04.023

文献信息

• Trifluormethylzinkbromid - ein bequem handhabbares Trifluor- und Difluormethylierungsmittel
  作者：Wieland Tyrra、D. Naumann

  DOI：10.1002/prac.19963380155

  日期：——
• Methylene derivatives as intermediate in polar reaction. XXVII. Formation of tri-tert-butyl orthoformate and tert-butyl di-tert-butoxyacetate in the reactions of chlorodifluoromethane and dichlorofluoromethane with potassium tert-butoxide
  作者：Jack Hine、Philip D. Dalsin、James O. Schreck

  DOI：10.1021/jo01263a085

  日期：1969.11
• N,N-Dimethyl-S-difluoromethyl-S-phenylsulfoximinium tetrafluoroborate: A versatile electrophilic difluoromethylating reagent
  作者：G.K. Surya Prakash、Zhe Zhang、Fang Wang、Chuanfa Ni、George A. Olah

  DOI：10.1016/j.jfluchem.2011.04.023

  日期：2011.10

  Over the past decade, sulfur-based fluoromethyl containing compounds have been exhaustively investigated as versatile fluoroalkylating reagents by our research laboratory as well as many others. Lately, we have designed a novel electrophilic difluoromethylating protocol employing in situ prepared N,N-dimethyl-S-difluoromethyl-S-phenylsulfoximinium salt. The present reagent provides excellent reactivity toward a broad spectrum of nucleophilic species (N-, P-, S-, and O-nucleophiles) to yield the corresponding difluoromethylated products with high efficacy under mild conditions. Additional studies have been performed to elucidate the mechanistic fundamentals of the reactions. (C) 2011 Elsevier B.V. All rights reserved.