Triflic acid acid and its conjugate base CFSO, known as triflate, resist oxidation/reduction reactions, whereas many strong acids are oxidizing, e.g. perchloric or nitric acid. Further recommending its use, triflic acid does not sulfonate substrates, which can be a problem with sulfuric acid, fluorosulfuric acid, and chlorosulfonic acid. Below is a prototypical sulfonation, which HOTf does "not" undergo: Triflic acid fumes in moist air and forms a stable solid monohydrate, CFSOH·HO, melting point 34 °C. The triflate ligand is labile, reflecting its low basicity. Trifluoromethanesulfonic acid exothermically reacts with metal carbonates, hydroxides, and oxides. Illustrative is the synthesis of Cu(OTf). Chloride ligands
Acid–base reaction chemistry. The ECW model is quantitative model that describes and predicts the strength of Lewis acid base interactions, −Δ"H". The model assigned "E" and "C" parameters to many Lewis acids and bases. Each acid is characterized by an "E" and a "C". Each base is likewise characterized by its own "E" and "C". The "E" and "C" parameters refer, respectively, to the electrostatic and covalent contributions to the strength of the bonds that the acid and base will form. The equation is The "W" term represents a constant energy contribution for acid–base reaction such as the cleavage of a dimeric