Trifluoroacetic anhydride

Structural formula
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
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
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

↑ Data sheet trifluoroacetic anhydride (PDF) from Carl Roth , accessed on January 28, 2018.
↑ ^a ^b ^c ^d ^e Entry on trifluoroacetic anhydride in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
↑ 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.
↑ ^a ^b Entry stimulants from the German Sport University Cologne.
↑ Swarts: In Bull Sci. Acad. Roy. Belg. , 1922 , 8 , pp. 343-370.
↑ Patent DE60012337T2 , December 2, 2004.

[roth-1] Data sheet trifluoroacetic anhydride (PDF) from Carl Roth , accessed on January 28, 2018.

[GESTIS-2] Entry on trifluoroacetic anhydride in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .

[CRC90_3_500-3] 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.

[dshs-4] 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.