Trifluoroacetic anhydride

Chemical properties

Clear, colorless liquid

The Uses of Trifluoroacetic anhydride

Trifluoroacetic anhydride is used for the introduction of trifluoroacetyl group in organic synthesis. It is involved in the preparation of N- and O-trifluoroacetyl derivatives of a wide range of biologically active compounds for gas chromatography analysis. It plays an important role as desiccant for trifluoroacetic acid. It is also used in the oxidation of aldehydes to acids, esters, amides as well as in the protection of alcohols and amines. In addition, it is used as analytical reagents, solvents and dehydration condensing agent. It serves as an intermediate of fluorine fine chemicals, pharmaceuticals and agrochemicals.

The Uses of Trifluoroacetic anhydride

To a solution of the SM (1.0 g, 4 mmol) in dry DCM (20 mL) at 0 C was added TEA (3.1 g, 31.0 mmol), followed by TFAA (4.1 g, 20.0 mmol). The resulting mixture was allowed to warm to RT and stir for 16 h, after which time it was partitioned between DCM (50 mL) and H2O (50 mL). The org layer was washed with sat aq NaHCO3 (100 mL), dried (Na2SO4), and concentrated in vacuo to provide the product as a thick liquid. [800 mg, 87%]

The Uses of Trifluoroacetic anhydride

Used as analytical reagents, solvents, catalysts, dehydration condensing agent, protection agent of trifluoroacetylation of carboxyl and amino; used as Intermediate of fluorine fine chemicals, pharmaceutical, agrochemical.

What are the applications of Application

Trifluoroacetic anhydride is for the preparation of N- and O-trifluoroacetyl derivatives

Safety Profile

A severe skin and eye irritant.Explosive reaction with dimethyl sulfoxide; nitric acid +1,3,5-triazine (at 36°C); nitric acid + 1,3,5-triacetylhexahydro-1,3,5-triazine (at 30°C). Incompatiblewith lithium tetrahydroaluminate. When heated todecomposit

Purification Methods

Purification by distilling over KMnO4, as for the acid above, is EXTREMELY DANGEROUS due to the possiblility of EXPLOSION. It is best purified by distilling from P2O5 slowly, and collecting the fraction boiling at 39.5o. Store it in a dry atmosphere. Highly TOXIC vapour and attacks skin, work in an efficient fume hood. [Beilstein 2 IV 469.]