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
Sulfuric acid gas and salts (the metal sulfate). It attacks reactive metals (metals at positions above copper in the reactivity series) such as iron, aluminium, zinc, manganese, magnesium, and nickel. However, concentrated sulfuric acid is a strong oxidizing agent and does not react with metals in the same way as other typical acids. Sulfur dioxide, water and ions are evolved instead of the hydrogen and salts. It can oxidize non-active metals such as tin and copper, depending upon the temperature. Lead and tungsten, however, are resistant to sulfuric acid. Hot concentrated sulfuric acid oxidizes non-metals such as carbon (as bituminous coal) and