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Trifluoroacetic acid in a beaker. TFA is the precursor to many other fluorinated compounds such as trifluoroacetic anhydride, trifluoroperacetic acid, and 2,2,2-trifluoroethanol. [4] It is a reagent used in organic synthesis because of a combination of convenient properties: volatility, solubility in organic solvents, and its strength as an ...
Trifluoroacetic acid is a widely employed acid, used for example in the synthesis of peptides.Its esters are useful in analytical chemistry. Longer-chain perfluoroalkyl carboxylic acids, e.g. with five to nine carbons, are useful fluorosurfactants and emulsifiers used in the production of polytetrafluoroethylene (Teflon) and related fluoropolymers.
The compound easily reacts with water and moist air to produce the toxic gas hydrogen chloride and trifluoroacetic acid. [3] [4] Trifluoroacetyl chloride is incompatible with a number of other varieties of chemicals, such as amines, alcohols, alkalis, and strong oxidizers. It reacts strongly with amines and alkalis.
Chemical compatibility is a rough measure of how stable a substance is when mixed with another substance. [1] If two substances can mix together and not undergo a chemical reaction, they are considered compatible. Incompatible chemicals react with each other, and can cause corrosion, mechanical weakening, evolution of gas, fire, or other ...
Strong acids such as hydrochloric acid or sulfuric acid can protonate the trifluoroacetate ion to trifluoroacetic acid: CF 3 CO − 2 + HCl → CF 3 CO 2 H + Cl − CF 3 CO − 2 + H 2 SO 4 → CF 3 CO 2 H + HSO − 4. In general, trifluoroacetate reacts in equilibrium with hydronium cations to form trifluoroacetic acid:
Trifluoroacetic anhydride was originally prepared by the dehydration of trifluoroacetic acid with phosphorus pentoxide. [2] The dehydration might also be carried out with excess α-halogenated acid chlorides. For example, with dichloroacetyl chloride: [3] 2 CF 3 COOH + Cl 2 CHCOCl → (CF 3 CO) 2 O + Cl 2 CHCOOH + HCl
Trifluoroethanol is produced industrially by hydrogenation or the hydride reduction of derivatives of trifluoroacetic acid, such as the esters or acyl chloride. [1]TFE can also be prepared by hydrogenolysis of compounds of generic formula CF 3 −CHOH−OR (where R is hydrogen or an alkyl group containing from one to eight carbon atoms), in the presence of a palladium containing catalyst ...
Trifluoroacetic acid, a moderately strong acid useful in organic chemistry. Heptafluorobutyric acid, a moderately strong acid that is useful in organic and analytical chemistry. Pentafluorobenzoic acid, a moderately strong acid of interest in research community. Perfluorooctanoic acid (PFOA),a surfactant used to make fluoropolymers such as Teflon.