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S1878

Sigma-Aldrich

Sodium (meta)periodate

≥99.0%

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Synonym(s):
Sodium periodate
Linear Formula:
NaIO4
CAS Number:
Molecular Weight:
213.89
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.55

Quality Level

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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1 of 4

This Item
1.0659676951771859
Sodium (meta)periodate ≥99.0%

Sigma-Aldrich

S1878

Sodium (meta)periodate

-
Sodium periodate extra pure

Supelco

1.06596

Sodium periodate

-
Sodium (meta)periodate ≥99%

Sigma-Aldrich

769517

Sodium (meta)periodate

-
Sodium (meta)periodate BioUltra, ≥99.5% (RT)

Sigma-Aldrich

71859

Sodium (meta)periodate

Premium Grade
form

powder

form

-

form

crystalline

form

crystals

pH

3.5-5.5 (25 °C, 107 g/L)

pH

5.2 (20 °C, 50 g/L in H2O)

pH

-

pH

3.5-5.5 (25 °C, 0.5 M in H2O)

solubility

H2O: 50 mg/mL

solubility

-

solubility

-

solubility

H2O: 0.5 M at 20 °C, clear, colorless

reaction suitability

reagent type: oxidant

reaction suitability

-

reaction suitability

-

reaction suitability

-

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.

Signal Word

Danger

Hazard Statements

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 Code

5.1A - Strongly oxidizing hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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