Trifluoroperacetic acid
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| Preferred IUPAC name
Trifluoroethaneperoxoic acid | |
Other names
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3D model (JSmol) |
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CompTox Dashboard (EPA) |
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| Properties | |
| C2HF3O3 | |
| Molar mass | 130.022 g·mol−1 |
| Appearance | colourless liquid |
| Boiling point | 162 °C (324 °F; 435 K) |
| Solubility | soluble in acetonitrile, dichloromethane, diethyl ether, sulfolane |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references | |
Trifluoroperacetic acid (trifluoroperoxyacetic acid, TFPAA) is an organofluorine compound, the peroxy acid analog of trifluoroacetic acid, with the condensed structural formula CF
3COOOH. It is a strong oxidizing agent for organic oxidation reactions, such as in Baeyer–Villiger oxidations of ketones. It is the most reactive of the organic peroxy acids, allowing it to successfully oxidise relatively unreactive alkenes to epoxides where other peroxy acids are ineffective. It can also oxidise the chalcogens in some functional groups, such as by transforming selenoethers to selones. It is a potentially explosive material and is not commercially available, but it can be quickly prepared as needed. Its use as a laboratory reagent was pioneered and developed by William D. Emmons.