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Merck

S1878

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
NACRES:
NA.55
PubChem Substance ID:
329824494
UNSPSC Code:
12352302
EC Number:
232-197-6
MDL number:
MFCD00003534
Assay:
≥99.0%
Form:
powder
Solubility:
H2O: 50 mg/mL

Key Documents

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InChI key

JQWHASGSAFIOCM-UHFFFAOYSA-M

InChI

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

SMILES string

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

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

Quality Level

300

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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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 1: Oxidizing solids + Periodates + Hazardous rank I + 1st oxidizing solid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

S1878-500G:4548173991535 + S1878-25G:4548173991542 + S1878-100G:4548173991559 + S1878-300MG: + S1878-BULK: + S1878-VAR: + S1878-RSAMPLE:

jan

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Sasmita Panda et al.
Frontiers in microbiology, 9, 2687-2687 (2018-11-30)
Staphylococcus haemolyticus is the second most frequently isolated CoNS from ocular infections and human blood cultures. In this study, we examined 18 ocular S. haemolyticus isolates for their capacity to form biofilm and conducted detachment assay to determine the composition
Jusung Oh et al.
Theranostics, 9(14), 4182-4191 (2019-07-10)
Cerebrospinal fluid (CSF) leakage can lead to brain and spine pathologies and there is an urgent need for a rapid diagnostic method for determining CSF leakage. Beta-2 transferrin (β2TF), asialotransferrin, is a specific CSF glycoprotein biomarker used to determine CSF
Abeer Al-Ghouleh et al.
PloS one, 7(3), e33929-e33929 (2012-04-06)
Allergens are initiators of both innate and adaptive immune responses. They are recognised at the site of entry by epithelial and dendritic cells (DCs), both of which activate innate inflammatory circuits that can collectively induce Th2 immune responses. In an
Zhao Wei et al.
Cell stem cell, 27(5), 798-812 (2020-09-16)
Matrix dynamics influence how individual cells develop into complex multicellular tissues. Here, we develop hydrogels with identical polymer components but different crosslinking capacities to enable the investigation of mechanisms underlying vascular morphogenesis. We show that dynamic (D) hydrogels increase the
Maria Molinos et al.
Biomacromolecules, 13(2), 517-527 (2012-02-01)
Dextrin, a glucose polymer with low molecular weight, was used to develop a fully resorbable hydrogel, without using chemical initiators. Dextrin was first oxidized (oDex) with sodium periodate and then cross-linked with adipic acid dihidrazide, a nontoxic cross-linking molecule. Furthermore
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