19932-26-4 | ((2,2,3,3-Tetrafluoropropoxy)methyl)oxirane

CAS:19932-26-4 | ((2,2,3,3-Tetrafluoropropoxy)methyl)oxirane ,Description

((2,2,3,3-Tetrafluoropropoxy)methyl)oxirane, also known as TFMO, is an organic compound that has been used in the synthesis of a variety of compounds. It is a versatile reagent that has been used in a wide range of applications, including in the synthesis of pharmaceuticals, polymers, and dyes. 
 

Scientific Research Applications

• Pyrolysis of Tetrafluoroethene Epoxides: ((2,2,3,3-Tetrafluoropropoxy)methyl)oxirane is utilized in the pyrolysis of tetrafluoroethene epoxides, which is a significant process in fluorine chemistry research (Coe, Sellars, Tatlow, Fielding, & Whittaker, 1985).
• Selective Oxidation of Aliphatic Tertiary and Secondary C-H Bonds: Methyl(trifluoromethyl)dioxirane, a related compound, allows for the selective oxidation of aliphatic tertiary and secondary C-H bonds in alkylamines, leading to amino alcohols (Asensio, González-Núñez, Bernardini, Mello, & Adam, 1993).
• Determining the Electronic Configuration of α-Chiral Amines: (S)-2-[(R)-Fluoro(phenyl)methyl]oxirane, a variant of oxirane, is a versatile reagent for determining the electronic configuration of α-chiral amines (Rodríguez-Escrich, Popa, Jimeno, Vidal‐Ferran, & Pericàs, 2005) .
• Preparation of Bromoalkene or Enol Acetate: Nucleophilic bromination of ((2,2,3,3-Tetrafluoropropoxy)methyl)oxirane efficiently prepares sterically shielded bromoalkene or enol acetate for further transformations (Knorr, Freudenreich, Roman, Mehlstäubl, & Boehrer, 1993).
• Ring Opening Reactions for Conversion to Allylic Alcohol Trimethylsilyl Ethers: Trimethylsilyl trifluoromethanesulfonate promotes ring opening reactions of oxirane derivatives, facilitating the conversion of oxiranes to allylic alcohol trimethylsilyl ethers (Murata, Suzuki, & Noyori, 1982).
• Selective Oxidation of Hydrocarbons Bearing Cyclopropyl Moieties: Methyl(trifluoromethyl)dioxirane (1b) selectively oxidizes hydrocarbons bearing cyclopropyl moieties, showing superior reactivity compared to dimethyldioxirane (D’Accolti, Dinoi, Fusco, Russo, & Curci, 2003) .
• Synthesis of Unknown N-1-Oxides: The oxidation of 1,2,4,5-tetrazines by methyl(trifluoromethyl)dioxirane leads to the synthesis of unknown N-1-oxides in excellent yields (Adam, Barneveld, & Golsch, 1996).
• Gene Mutations and Micronuclei Induction: Oxiranes and siloranes can induce gene mutations and micronuclei in mammalian cells, potentially impacting the composition of composite materials with low shrinkage (Schweikl, Schmalz, & Weinmann, 2004).

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