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S1878

Sigma-Aldrich

Sodium (meta)periodate

≥99.0%

Synonym(s):

Sodium periodate

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About This Item

Linear Formula:
NaIO4
CAS Number:
7790-28-5
Molecular Weight:
213.89
EC Number:
232-197-6
MDL number:
MFCD00003534
UNSPSC Code:
12352302
PubChem Substance ID:
329824494
NACRES:
NA.55

assay

≥99.0%

form

powder

reaction suitability

reagent type: oxidant

pH

3.5-5.5 (25 °C, 107 g/L)

solubility

H2O: 50 mg/mL

SMILES string

[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

InChI key

JQWHASGSAFIOCM-UHFFFAOYSA-M

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General description

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

Features and Benefits

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

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Danger

Hazard Classifications

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

target_organs

Thyroid

Storage Class

5.1A - Strongly oxidizing hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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