4-bromo-3-(trifluoromethyl)perfluorooxazolidine | 104550-50-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 4-bromo-3-(trifluoromethyl)perfluorooxazolidine
• 英文别名: 4-Bromo-2,2,4,5,5-pentafluoro-3-(trifluoromethyl)-1,3-oxazolidine
• CAS: 104550-50-7
• 化学式: C₄BrF₈NO
• 分子量: 309.941
• InChiKey: QJFYCFSQPLUAOY-UHFFFAOYSA-N

物化性质

• 沸点：
  65 °C
• 密度：
  2.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  4-bromo-3-(trifluoromethyl)perfluorooxazolidine 、 锌 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  新型全卤化亚胺、恶氮丙啶和恶唑烷的合成和化学献给 Dieter Naumann 教授 60 岁生日

  摘要：

  Imines have been prepared using three different methods. The thermal addition of tetrafluoroethylene to N-bromoperhalo-1-alkanimines (RfCF=NBr) to give imines of the type RfCF= NCF2CF2Br, the Lewis acid cleavage of perfluorinated amines to give imines of the type RfN=CFRf' and the one pot reaction between hexafluoroacetone and perfluoroamides. Reactions of these imines with m-chloroperoxy benzoic acid (MCPBA) lead to the corresponding cis-perfluoro-2,3-dialkyloxaziridines RfN-ORF'. The oxaziridines undergo cycloadditions with olefins to give the corresponding oxazolidines. A preliminary investigation was done on the synthesis and reaction chemistry of complex formed between activated zinc and the 4-iodo and 4-bromo-perhalooxazolidines.

  DOI：

  10.1002/1521-3749(200208)628:8<1789::aid-zaac1789>3.0.co;2-n
• 作为产物：
  描述：

  3,3-二氟-2-(三氟甲基)氧杂吖丙啶 、 溴代三氟代乙烯 反应 18.0h， 以85%的产率得到4-bromo-3-(trifluoromethyl)perfluorooxazolidine
  参考文献：
  名称：

  Cycloaddition and oxygen-transfer reactions of 2-(trifluoromethyl)-3,3-difluorooxaziridine

  摘要：

  DOI：

  10.1021/jo00373a024

文献信息

• OBRIEN B. A.; LAM W. Y.; DESMARTEAU D. D., J. ORG. CHEM., 51,(1986) N 23, 4466-4470
  作者：OBRIEN B. A.、 LAM W. Y.、 DESMARTEAU D. D.

  DOI：——

  日期：——
• Cycloaddition and oxygen-transfer reactions of 2-(trifluoromethyl)-3,3-difluorooxaziridine
  作者：Brian A. O'Brien、William Y. Lam、Darryl D. DesMarteau

  DOI：10.1021/jo00373a024

  日期：1986.11
• Synthesis and Chemistry of Novel Perhalogenated Imines, Oxaziridines, and OxazolidinesDedicated to Professor Dieter Naumann on the Occasion of his 60th Birthday
  作者：Todd E. Mlsna、Jennifer A. Young、Darryl D. DesMarteau

  DOI：10.1002/1521-3749(200208)628:8<1789::aid-zaac1789>3.0.co;2-n

  日期：2002.8

  Imines have been prepared using three different methods. The thermal addition of tetrafluoroethylene to N-bromoperhalo-1-alkanimines (RfCF=NBr) to give imines of the type RfCF= NCF2CF2Br, the Lewis acid cleavage of perfluorinated amines to give imines of the type RfN=CFRf' and the one pot reaction between hexafluoroacetone and perfluoroamides. Reactions of these imines with m-chloroperoxy benzoic acid (MCPBA) lead to the corresponding cis-perfluoro-2,3-dialkyloxaziridines RfN-ORF'. The oxaziridines undergo cycloadditions with olefins to give the corresponding oxazolidines. A preliminary investigation was done on the synthesis and reaction chemistry of complex formed between activated zinc and the 4-iodo and 4-bromo-perhalooxazolidines.