Trifluoroacetic acid
General
Systematic name	trifluoroethanoic acid
Other names	perfluoroacetic acid trifluoracetic acid TFA
Molecular formula	C2HF3O2
SMILES	FC(F)(F)C(O)=O
Molar mass	114.03 g/mol
Appearance	colorless liquid
CAS number	[76-05-1]
Properties
Density and phase	1.5351 g/cm3, 20 °C
Solubility in water	miscible
Melting point	-15.4 °C; 257.75 K
Boiling point	72.4 °C; 345.55 K
Acidity (pKa)	0.3
Viscosity	? cP at ? °C
Hazards
MSDS	External MSDS
Main hazards	corrosive
NFPA 704
Flash point	? °C
R/S statement	R: R20 R35 R52/53 S: S9 S26 S27 S28 S45 S61
RTECS number	?
Related compounds
Related compounds	acetic acid
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Trifluoroacetic acid (TFA) is a strong, hygroscopic, non-oxidizing, organic acid with a molecular formula C₂HF₃O₂. The molecular structure is similar to acetic acid, with substitution of three fluorine atoms on the methyl group. The electronic-withdrawing nature of the fluorine atoms stabilizes the dissociated anion, leading to stronger acidity compared to acetic acid. TFA is a reagent used frequently in organic synthesis due to its nature as an organic-soluble strong acid. It is also frequently used as a buffer in liquid chromatography for separation of organic compounds, particularly peptides and small proteins. Image File history File links Trifluoroacetic-acid-chemical. ... IUPAC nomenclature is a system of naming chemical compounds and of describing the science of chemistry in general. ... A chemical formula (also called molecular formula) is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... The simplified molecular input line entry specification or SMILES is a specification for unambiguously describing the structure of chemical molecules using short ASCII strings. ... Molar mass is the mass of one mole of a chemical element or chemical compound. ... CAS registry numbers are unique numerical identifiers for chemical compounds, polymers, biological sequences, mixtures and alloys. ... Density (symbol: ρ - Greek: rho) is a measure of mass per unit of volume. ... In the physical sciences, a phase is a set of states of a macroscopic physical system that have relatively uniform chemical composition and physical properties (i. ... It has been suggested that this article or section be merged with Solution. ... Water has the chemical formula H2O, meaning that one molecule of water is composed of two hydrogen atoms and one oxygen atom. ... The melting point of a solid is the temperature at which it changes state from solid to liquid. ... The boiling point of a substance is the temperature at which it can change its state from a liquid to a gas throughout the bulk of the liquid at a given pressure. ... In chemistry and biochemistry, acid dissociation constant, the acidity constant, or the acid-ionization constant (Ka) is a specific type of equilibrium constant that indicates the extent of dissociation of hydrogen ions from an acid (I.E how well it splits H+ Ions into smaller molecules to form hydronium of... The pitch drop experiment at the University of Queensland. ... The poise (P) is the cgs unit of viscosity, 1 P = 1 g·cm-1·s-1 The SI analog is 1 pascal second (Pa·s) = 1 kg·m-1·s-1 = 10 P. It is named after Jean Louis Marie Poiseuille. ... A material safety data sheet or MSDS is a form containing data regarding the properties of a particular substance. ... Worker safety and health is the prevention and reduction of the number of occupational safety and health hazards at the places of employment, providing safe and healthful working conditions. ... NFPA 704 is a standard maintained by the U.S. National Fire Protection Association. ... The flash point of a flammable liquid is the lowest temperature at which it can form an ignitable mixture with air. ... Risk and Safety Statements, also known as R/S statements, R/S numbers, R/S phrases, and R/S sentences, is a system of hazard codes and phrases for labeling dangerous chemicals and compounds. ... R-phrases are defined in Annex III of European Union Directive 67/548/EEC: Nature of special risks attributed to dangerous substances and preparations. ... S-phrases are defined in Annex IV of European Union Directive 67/548/EEC: Safety advice concerning dangerous substances and preparations. ... RTECS, also known as Registry of Toxic Effects of Chemical Substances, is a database of toxicity information compiled from the open scientific literature that is available for charge. ... Acetic acid, also known as ethanoic acid, is an organic chemical compound best recognized for giving vinegar its sour taste and pungent smell. ... In chemistry, the standard state of a material is its state at 1 bar (100 kilopascals) and 25 degrees Celsius (298. ... A hygroscopic substance is a substance that absorbs water readily from its surroundings. ... For other uses, see Acid (disambiguation). ... Acetic acid, also known as ethanoic acid, is an organic chemical compound best recognized for giving vinegar its sour taste and pungent smell. ... General Name, Symbol, Number fluorine, F, 9 Chemical series halogens Group, Period, Block 17, 2, p Appearance pale greenish-yellow gas Atomic mass 18. ... When purchasing or preparing chemicals, reagent describes chemical substances of sufficient purity for use in chemical analysis, chemical reactions or physical testing. ...

Synthesis

Electrofluorination of acetic acid with the Simons method is the best way to obtain trifluoroacetic acid. The anodic reaction of the electrolysis of a mixture of hydrogen fluoride and acetic acid below the voltage at that elementaric fluorine develops is a mild reaction which leaves the carboxylic group intact.

Acetic acid, also known as ethanoic acid, is an organic chemical compound best recognized for giving vinegar its sour taste and pungent smell. ... The compound hydrogen fluoride, with formula HF, is a fluoride of hydrogen. ... In chemistry, a carboxyl group is a functional group consisting of a carbon atom double-bonded to an oxygen atom and single-bonded to a hydroxyl (-OH) group, typically written as -COOH: where R is a hydrogen or an organic group. ...