Trifluoroacetic anhydride

from Wikipedia, the free encyclopedia
Structural formula
Structure of trifluoroacetic anhydride
General
Surname Trifluoroacetic anhydride
other names
  • TFAA
  • TFAH
Molecular formula C 4 F 6 O 3
Brief description

colorless pungent smelling liquid

External identifiers / databases
CAS number 407-25-0
EC number 206-982-9
ECHA InfoCard 100.006.349
PubChem 9845
Wikidata Q411501
properties
Molar mass 210.03 g mol −1
Physical state

liquid

density

1.51 g cm −3

Melting point

−65 ° C

boiling point

40 ° C

Refractive index

1.269 (25 ° C)

safety instructions
GHS labeling of hazardous substances
05 - Corrosive 07 - Warning

danger

H and P phrases H: 332-314-335-412
EUH: 014
P: 273-280-301 + 330 + 331-305 + 351 + 338-308 + 310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Trifluoroacetic anhydride is a low-boiling, pungent odor and colorless liquid. Trifluoroacetic anhydride is the anhydride of trifluoroacetic acid and is used as a reagent for synthesis and for derivatization in analysis .

presentation

TFAA can be made by dehydrating trifluoroacetic acid with phosphorus pentoxide . However, this method is too inefficient for a large-scale representation.

use

TFAA can be used as an anhydride for the preparation of esters and amides of trifluoroacetic acid. It is therefore a reagent for introducing the trifluoroacetyl group, which is important in pharmaceutical chemistry .

In analysis, TFAA is used as a derivatization reagent to stabilize analytes under gas chromatographic conditions or to increase their volatility.

safety instructions

TFAA is a strongly hygroscopic liquid, from which the strongly corrosive and caustic trifluoroacetic acid is formed by hydrolysis. The metal barrels for storage are therefore lined with a layer of polyethylene .

Individual evidence

  1. Data sheet trifluoroacetic anhydride (PDF) from Carl Roth , accessed on January 28, 2018.
  2. a b c d e Entry on trifluoroacetic anhydride in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
  3. David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-500.
  4. a b Entry stimulants from the German Sport University Cologne.
  5. Swarts: In Bull Sci. Acad. Roy. Belg. , 1922 , 8 , pp. 343-370.
  6. Patent DE60012337T2 , December 2, 2004.