| Identification | Back Directory | [Name]
2-Hydroperoxyhexafluoro-2-propanol | [CAS]
32751-01-2 | [Synonyms]
2-Hydroperoxyhexafluoro-2-propanol
2-Propanol, 1,1,1,3,3,3-hexafluoro-2-hydroperoxy- | [Molecular Formula]
C3H2F6O3 | [MDL Number]
MFCD17013340 | [MOL File]
32751-01-2.mol | [Molecular Weight]
200.04 |
| Hazard Information | Back Directory | [Preparation]
2-Hydroperoxyhexafluoro-2-propanol is prepared by the reaction of hexafluoroacetone (HFA) with either 30% or 90% Hydrogen Peroxide by the following representative procedure. A 250 mL roundbottomed flask is fitted with Claisen adapter, pressure-equalizing, graduated addition funnel, dry ice condenser, and CaCl2 drying tube. Anhydrous HFA (14 mL, 0.12 mol) is collected in the addition funnel and the roundbottom is charged with CH2Cl2 (100 mL) and 90% H2O2 (3.0 mL, 0.11 mol), and then cooled to -60 °C. After dropwise addition of HFA, the mixture is allowed to warm to rt and a clear, homogeneous solution results which can be titrated (NaI, Na2S2O3, ca. 0.7 M) and stored conveniently at -5 °C. Under these conditions, the reagent is stable for at least 2 months. | [Uses]
2-Hydroperoxyhexafluoro-2-propanol is an oxidant capable of Baeyer-Villiger oxidation; selective olefin epoxidation; conversion of aldehydes to carboxylic acids; N-, S-, Se-oxidations; and is very similar in structure and function to biologically active flavin oxidants. | [storage]
2-Hydroperoxyhexafluoro-2-propanol slowly decomposes at rt to form CO2, O2, CF3OOH and other products. Hexafluoroacetone is a highly toxic, nonflammable gas and should only be handled in a fume hood. Concentrated solutions of hydrogen peroxide must be handled with care. |
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