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Trifluoroacetic anhydride: Difference between revisions

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Trifluoroacetic anhydride
Names
IUPAC name trifluoroacetic anhydride
Identifiers
CAS Number
3D model (JSmol)
ECHA InfoCard 100.006.349 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
SMILES
  • C(=O)(C(F)(F)F)OC(=O)C(F)(F)F
Properties
Chemical formula C4F6O3
Molar mass 210.031 g·mol
Density 1.487 g/mL
Melting point −65 °C (−85 °F; 208 K)
Boiling point 40 °C (104 °F; 313 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Trifluoroacetic anhydride (TFAA) is the acid anhydride of trifluoroacetic acid. In particular, trifluoroacetic anhydride is the perfluorinated derivative of acetic anhydride. Like many acid anhydrides, it may be used to introduce the corresponding trifluoroacetyl group. The corresponding trifluoroacetyl chloride, is a gas, making it inconvenient to work with. Trifluoroacetic anhydride is the recommended desiccant for trifluoroacetic acid.

Preparation

Trifluoroacetic anhydride may be prepared from trifluoroacetic acid by dehydrating with excess α-halogenated acid chlorides. For example, with dichloroacetyl chloride:

2 CF3COOH + Cl2CHCOCl → (CF3CO)2O + Cl2CHCOOH + HCl

References

  1. Chai, Christina Li Lin; Armarego, W. L. F. (2003). Purification of laboratory chemicals (Google Books excerpt). Oxford: Butterworth-Heinemann. p. 376. ISBN 0-7506-7571-3.{{cite book}}: CS1 maint: multiple names: authors list (link)
  2. US 4595541 
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