Misplaced Pages

Trifluoroacetic anhydride

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.

This is an old revision of this page, as edited by CheMoBot (talk | contribs) at 22:29, 21 July 2010 (Updating {{chembox}} (changes to watched fields) per Chem/Drugbox validation (report errors or bugs)). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Revision as of 22:29, 21 July 2010 by CheMoBot (talk | contribs) (Updating {{chembox}} (changes to watched fields) per Chem/Drugbox validation (report errors or bugs))(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff)
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). checkY verify (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 
Categories: