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Key Documents

S1878

Sigma-Aldrich

Sodium (meta)periodate

≥99.0%

Synonyme(s) :

Sodium periodate

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About This Item

Formule linéaire :
NaIO4
Numéro CAS:
Poids moléculaire :
213.89
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352302
ID de substance PubChem :
Nomenclature NACRES :
NA.55

Pureté

≥99.0%

Forme

powder

Pertinence de la réaction

reagent type: oxidant

pH

3.5-5.5 (25 °C, 107 g/L)

Solubilité

H2O: 50 mg/mL

Chaîne SMILES 

[Na+].[O-]I(=O)(=O)=O

InChI

1S/HIO4.Na/c2-1(3,4)5;/h(H,2,3,4,5);/q;+1/p-1

Clé InChI

JQWHASGSAFIOCM-UHFFFAOYSA-M

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Description générale

Sodium (meta)periodate is commonly used as an oxidizing agent in organic synthesis for the oxidation of various organic substrates. It can also be used as a co-oxidant with other oxidizing reagents such as osmium tetroxide and potassium permanganate. The oxidation of sodium periodate takes place in a water medium, but an organic co-solvent is used for organic substrates that are insoluble in water.

Application

Sodium (meta)periodate can be used as an oxidizing agent for the oxidation of:      
  • 1,2-diols to aldehydes or ketones via oxidative cleavage.       Sulfides to sulfoxides in the presence of phase transfer catalysts.      
  • Diaryl, dialkyl, and aryl alkyl selenides to the respective selenoxides.      
  • Phenols and their derivatives to corresponding quinones.
  • Acylphosphoranes to α,β-dicarbonyl compounds.

It can also be used in the:      
  • Selective alkene epoxidation and alkane hydroxylation,·
  • Oxidation of carbohydrates.      
  • Iodination of aromatic compounds.

Useful reagent for the oxidation of carbohydrates prior to labeling with biotin hydrazide

Caractéristiques et avantages

NaIO4 is a stable, selective, and cost-effective reagent that is capable of reacting under mild conditions.

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Ox. Sol. 1 - Skin Corr. 1C - STOT RE 1

Organes cibles

Thyroid

Code de la classe de stockage

5.1A - Strongly oxidizing hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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