| Identification | Back Directory | [Name]
TETRAETHYLAMMONIUM (META)PERIODATE | [CAS]
5492-69-3 | [Synonyms]
tetraethylammonium periodate
TETRAETHYLAMMONIUM (META)PERIODATE
N,N,N-Triethylethanaminium salt with periodic acid
TETRAETHYLAMMONIUM (META)PERIODATE, MOIS T. W. ~10% WATER
Tetraethylammonium (meta)periodate technical, moistened with water | [EINECS(EC#)]
226-824-2 | [Molecular Formula]
C8H20INO4 | [MDL Number]
MFCD00043182 | [MOL File]
5492-69-3.mol | [Molecular Weight]
321.15 |
| Chemical Properties | Back Directory | [Melting point ]
~170 °C (dec.) | [solubility ]
sol H2O, MeCO2H, acetone, pyridine, CH2Cl2; slightly sol alcohol; insol ethyl acetate, Et2O, benzene. | [form ]
crystals | [BRN ]
4166132 | [InChI]
1S/C8H20N.HIO4/c1-5-9(6-2,7-3)8-4;2-1(3,4)5/h5-8H2,1-4H3;(H,2,3,4,5)/q+1;/p-1 | [InChIKey]
YXYPONURGKGPDV-UHFFFAOYSA-M | [SMILES]
[O-]I(=O)(=O)=O.CC[N+](CC)(CC)CC |
| Safety Data | Back Directory | [Hazard Codes ]
F | [Risk Statements ]
11 | [Safety Statements ]
16 | [RIDADR ]
UN 1325 4.1/PG 2 | [WGK Germany ]
3 | [HazardClass ]
4.1 | [PackingGroup ]
III | [Storage Class]
4.1B - Flammable solid hazardous materials | [Hazard Classifications]
Flam. Sol. 1 |
| Hazard Information | Back Directory | [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. |
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