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Sigma-Aldrich

Sodium periodate

10 wt. %, matrix silica gel support

Synonym(s):

Sodium (meta)periodate

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About This Item

Linear Formula:
NaIO4
CAS Number:
7790-28-5
Molecular Weight:
213.89
MDL number:
MFCD00003534
UNSPSC Code:
12352300
PubChem Substance ID:
329755344

form

powder

reaction suitability

reagent type: oxidant

concentration

10 wt. %
9.0-11.0% (by Na2S2O3, titration)

matrix

silica gel support

pH

3.5-5.5 (25 °C, 107 g/L)

mp

300 °C (dec.) (lit.)

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 periodate (sodium (meta)periodate) supported on silica gel is a solid supported reagent. It may be synthesized by adding silica gel to hot aqueous solution of sodium metaperiodate and evaporating to dryness followed by vigorous swirling and shaking.

Application

Sodium periodate (sodium (meta)periodate) supported on silica gel may be used in the following reactions:
  • Oxidative cleavage of glycols to alkenes and 1,2-diols to aldehydes.
  • Phthalimide N-oxyl (PINO) radical generation from N-hydroxyphthalimide (NHPI).
  • Selective oxidation of sulfides by microwave thermolysis process.
  • Regeneration of ketones from ketoximes by microwave irradiation under solvent-free conditions.
  • Preparation of 2,3-O-isopropylidene-D-glyceraldehyde.

Signal Word

Danger

Hazard Statements

H272,H314,H372,H411

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1 - Ox. Sol. 2 - Skin Corr. 1C - STOT RE 1

Target Organs

thymus gland

Storage Class Code

5.1A - Strongly oxidizing hazardous materials

WGK

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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A New and Efficient Heterogeneous system for the oxidative cleavage of 1, 2-Diols and the Oxidation of Hydroquinones.
Daumas M, et al.
Synthesis, 1, 64-65 (1989)
A New and Efficient Heterogeneous System for the Phthalimide N-Oxyl (PINO) Radical Generation.
Coseri S.
European Journal of Organic Chemistry, 2007(11), 1725-1729 (2007)
Solid-supported reagents in organic synthesis.
Drewry DH, et al.
Medicinal Research Reviews, 19(2), 97-148 (1999)
Synthesis and characterization of 1-azido, 2, 3-dihydroxy 2-azidomethylpropane (ADMP): A new energetic organic azide.
Karanjule NS, et al.
Indian Journal of Chemical Technology, 14(1), 34-34 (2007)
A general procedure for a one-pot oxidative cleavage/Wittig reaction of glycols.
Dunlap NK, et al.
Tetrahedron Letters, 43(21), 3923-3925 (2002)
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