The introduction of Trifluoroacetic Acid

Trifluoroacetic Acid 
Trifluoroacetic acid (TFA) is the simplest of the stable chemical compound perfluorinated carboxylic acid with the formula CF3CO2H. This is a strong carboxylic acid under the influence of electronegative trifluoromethyl group. TFA is about 100,000 times more acidic than acetic acid. TFA is widely used in organic chemistry.
UsesTFA is the precursor of several other fluorine compounds such as trifluoroacetic anhydride and 2,2,2-trifluoroethanol. This is a reagent used in organic synthesis due to a combination of advantageous properties: volatility, solubility in organic solvents, and its strength as an acid. TFA is also less oxidizing than sulfuric acid, but more readily available in anhydrous form as many other acids. A complication of its use is that TFA forms an azeotrope with water (bp 105 ° C).
TFA is commonly used as a strong acid in peptide synthesis and other organic synthesis to remove the t-butoxycarbonyl protection.
At a low concentration, TFA is used as ion-pairing agent in liquid chromatography (HPLC) of organic compounds, particularly peptides and small proteins. TFA is a versatile solvent for NMR spectroscopy (for materials stable in acid). It is also used as a standard in mass spectrometry.
synthesis
TFA occurs naturally in seawater, but only in low concentrations (<200 ng / L). Therefore, TFA is prepared industrially by the electrofluorination of acetyl chloride and acetic anhydride, followed by hydrolysis of the resulting trifluoroacetyl fluoride:
+ 4 HF → CH3COCl CF3COF + HCl + 3 H2
CF3COF + H2O + HF → CF3COOH
If desired, this compound can be dried by addition of trifluoroacetic anhydride.
An old way of TFA product via the oxidation of 1,1,1-trifluoro-2 ,3,3-trichloropropene with potassium permanganate. The trifluorotrichloropropene can be prepared by fluorination of hexachloropropene Swarts.
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