TETRAETHYLAMMONIUM (META)PERIODATE
TETRAETHYLAMMONIUM (META)PERIODATE Basic information
- Product Name:
- TETRAETHYLAMMONIUM (META)PERIODATE
- Synonyms:
-
- TETRAETHYLAMMONIUM (META)PERIODATE
- tetraethylammonium periodate
- TETRAETHYLAMMONIUM (META)PERIODATE, MOIS T. W. ~10% WATER
- Tetraethylammonium (meta)periodate technical, moistened with water
- N,N,N-Triethylethanaminium salt with periodic acid
- CAS:
- 5492-69-3
- MF:
- C8H20INO4
- MW:
- 321.15
- EINECS:
- 226-824-2
- Product Categories:
-
- Hypervalent Iodine
- Oxidation
- Synthetic Reagents
- Mol File:
- 5492-69-3.mol
TETRAETHYLAMMONIUM (META)PERIODATE Chemical Properties
- Melting point:
- ~170 °C (dec.)
- solubility
- sol H2O, MeCO2H, acetone, pyridine, CH2Cl2; slightly sol alcohol; insol ethyl acetate, Et2O, benzene.
- form
- crystals
- BRN
- 4166132
MSDS
- Language:English Provider:SigmaAldrich
TETRAETHYLAMMONIUM (META)PERIODATE Usage And Synthesis
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.