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Merck
CN

363642

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
UNSPSC Code:
12352300
PubChem Substance ID:
329755344
MDL number:
MFCD00003534

Key Documents

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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

InChI key

JQWHASGSAFIOCM-UHFFFAOYSA-M

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.)

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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.

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Danger

Hazard Classifications

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

target_organs

thymus gland

Storage Class

5.1A - Strongly oxidizing hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SHBH2287V
SHBD4340
46996PM

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Solid state regeneration of ketones from oximes on wet silica supported sodium periodate using microwaves.
Varma RS, et al.
Tetrahedron Letters, 38(51), 8819-8820 (1997)
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)
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)
Solid-supported reagents in organic synthesis.
Drewry DH, et al.
Medicinal Research Reviews, 19(2), 97-148 (1999)
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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