Global Information Lookup Global Information

Trifluoroperacetic acid information


Trifluoroperacetic acid
Names
Preferred IUPAC name
Trifluoroethaneperoxoic acid
Other names
  • Peroxytrifluoroacetic acid
  • Trifluoroethanperoxoic acid
  • Trifluoroperacetic acid
  • Trifluoroperoxyacetic acid
  • TFPAA
Identifiers
CAS Number
  • 359-48-8
3D model (JSmol)
  • Interactive image
ChemSpider
  • 8466281
PubChem CID
  • 10290812
UNII
  • PU9V6QCS3Q checkY
CompTox Dashboard (EPA)
  • DTXSID601337101 Edit this at Wikidata
InChI
  • Key: XYPISWUKQGWYGX-UHFFFAOYSA-N
SMILES
  • C(=O)(C(F)(F)F)OO
Properties
Chemical formula
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
3
COOOH
.[Note 1] It is a strong oxidizing agent for organic oxidation reactions, such as in Baeyer–Villiger oxidations of ketones.[1] 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.[2] It can also oxidise the chalcogens in some functional groups, such as by transforming selenoethers to selones.[3] It is a potentially explosive material[4] and is not commercially available, but it can be quickly prepared as needed.[5] Its use as a laboratory reagent was pioneered and developed by William D. Emmons.[6][7]


Cite error: There are <ref group=Note> tags on this page, but the references will not show without a {{reflist|group=Note}} template (see the help page).

  1. ^ Cite error: The named reference BVoxidation was invoked but never defined (see the help page).
  2. ^ Cite error: The named reference Hiyama was invoked but never defined (see the help page).
  3. ^ Cite error: The named reference Selenoether was invoked but never defined (see the help page).
  4. ^ Cite error: The named reference Explosive was invoked but never defined (see the help page).
  5. ^ Cite error: The named reference eEROS2012 was invoked but never defined (see the help page).
  6. ^ Cite error: The named reference EmmonsOSobit was invoked but never defined (see the help page).
  7. ^ Cite error: The named reference FinOChem was invoked but never defined (see the help page).

and 12 Related for: Trifluoroperacetic acid information

Request time (Page generated in 0.8858 seconds.)

Trifluoroperacetic acid

Last Update:

Trifluoroperacetic acid (trifluoroperoxyacetic acid, TFPAA) is an organofluorine compound, the peroxy acid analog of trifluoroacetic acid, with the condensed...

Word Count : 3306

Sodium percarbonate

Last Update:

carbonate but can leach the H2O2 out of it. A method for generating trifluoroperacetic acid in situ for use in Baeyer–Villiger oxidations from sodium percarbonate...

Word Count : 802

Peracetic acid

Last Update:

Levels (AEGL): Disinfectant Hydroxyl Organic peroxide Peroxy acid Trifluoroperacetic acid Nomenclature of Organic Chemistry: IUPAC Recommendations and...

Word Count : 787

Trifluoroacetic acid

Last Update:

other fluorinated compounds such as trifluoroacetic anhydride, trifluoroperacetic acid, and 2,2,2-trifluoroethanol. It is a reagent used in organic synthesis...

Word Count : 1326

Dioxolane

Last Update:

each includes a step in which a dioxolane system is formed using trifluoroperacetic acid (TFPAA), prepared by the hydrogen peroxide – urea method. This...

Word Count : 801

Thiophene

Last Update:

subsequent NIH shift rearrangement. Oxidation of thiophene by trifluoroperacetic acid also demonstrates both reaction pathways. The major pathway forms...

Word Count : 2258

Mesitylene

Last Update:

3,5-dimethylbenzaldehyde is formed. Mesitylene is oxidised by trifluoroperacetic acid to produce mesitol (2,4,6-trimethylphenol). Bromination occurs...

Word Count : 1286

Sulfinyl halide

Last Update:

in cases where the sulfenyl chloride, RSCl, results instead, a trifluoroperacetic acid oxidation affords the desired product, as in the case of 2,2,2-trifluoro-1...

Word Count : 787

Scopine

Last Update:

diisobutylaluminum hydride, and finally a Prilezhaev epoxidation with trifluoroperacetic acid affords scopine. Aposcopolamine Umbelliferone Werner, Gottfried;...

Word Count : 289

Sulfenyl chloride

Last Update:

instead, as happens with 2,2,2-trifluoro-1,1-diphenylethanethiol. A trifluoroperacetic acid oxidation then provides a general approach to formation of sulfinyl...

Word Count : 816

Hexamethylbenzene

Last Update:

probably due to π-stacking of the aromatic systems. Oxidation with trifluoroperacetic acid or hydrogen peroxide gives 2,3,4,5,6,6-hexamethyl-2,4-cyclohexadienone:)...

Word Count : 4014

Reductive dehalogenation of halo ketones

Last Update:

diisobutylaluminum hydride (DIBAL-H) followed by epoxidation with trifluoroperacetic acid affords the target. (13) Rigby, J.; Pigge, C. Org. React. 1997...

Word Count : 1241

PDF Search Engine © AllGlobal.net