Uses
Tetraethylammonium (meta)periodate can be used as an oxidant in the N-dealkylation of tertiary amines using Fe(III) complex as a catalyst. It can also be employed as a reagent in the intramolecular cycloaddition reactions.
Application
Tetraethylammonium Periodate is used as an oxidizing agent used for generating nitroso compounds from hydroxamic acids, N-hydroxycarbamic esters, and N-hydroxyureas.
Preparation
Preparative Methods of Tetraethylammonium Periodate: a solution of periodic acid (H5IO6) (7.72 g, 0.034 mol) in water (20 mL) was added slowly to a cooled
solution of 25% tetraethylammonium hydroxide (20 mL, 0.034 mol). The resulting solution was evaporated under reduced
pressure, the solid residue was extracted with hot t-butyl alcohol, and the product was precipitated by addition of diisopropyl ether.
Recrystallization from t-butyl alcohol yielded a white solid (8.5 g, 82%).
Caution: a safety shield should be used since any
excess H5IO6 present may explode violently during concentration of the aqueous solution and extraction of the crude salt.
reaction suitability
reagent type: oxidant
storage
Tetraethylammonium (meta)periodate is stable and is best stored in a desiccator in the dark.
