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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:
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

Quality Level

300

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.

Signal Word

Danger

Hazard Statements

H271,H314,H372,H410

Hazard Classifications

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

Target Organs

Thyroid

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

危险化学品

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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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is Sodium (meta)periodate, Product S1878, soluble in?

    We have tested the solubility of this compound in water at 100mg/mL; heat may be required to get it to dissolve at that concentration. Per the chemicals encyclopedia published by the Royal Society of Chemistry, it is also expected to be soluble in sulfuric, nitric and acetic acids.

  4. What can Sodium (meta)periodate, Product S1878, be used for?

    Sodium metaperiodate is used by synthetic chemists as an effective oxidant. It is a stable, specific, cost-effective reagent that is capable of reacting under mild conditions. It has been used to cleave vicinal diols to carbonyl compounds, convert sulfides into sulfoxides and oxidize primary and secondary halides to the corresponding aldehydes and ketones.

  5. How long is Sodium (meta)periodate, Product S1878, good for?

    Sodium metaperiodate is extremely stable at room temperature. Sigma-Aldrich assigns a recommended retest period of 8 years to this product as seen on the product's specification sheet.

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

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