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375810

Sigma-Aldrich

Periodic acid

ACS reagent, 99%

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About This Item

Empirical Formula (Hill Notation):
H5IO6
CAS Number:
10450-60-9
Molecular Weight:
227.94
EC Number:
233-937-0
MDL number:
MFCD00011344
UNSPSC Code:
12352106
PubChem Substance ID:
329755660
NACRES:
NA.21

grade

ACS reagent

Assay

99%
99.0-101.0% (ACS specification)

form

powder or crystals

reaction suitability

reaction type: C-H Activation
reagent type: catalyst
reagent type: oxidant

impurities

≤0.01% insolubles
≤0.01% other halogens

ign. residue

≤0.01%

mp

122 °C (lit.)

solubility

water: soluble

anion traces

sulfate (SO42-): ≤0.01%

cation traces

Fe: ≤0.003%
heavy metals: ≤0.005%

application(s)

histology

SMILES string

OI(O)(O)(O)(O)=O

InChI

1S/H5IO6/c2-1(3,4,5,6)7/h(H5,2,3,4,5,6,7)

InChI key

TWLXDPFBEPBAQB-UHFFFAOYSA-N

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General description

Periodic acid is an inorganic acid commonly used as an oxidizing agent. Periodic acid oxidation is one of the steps in the periodate-resorcinol assay, used in the determination of sialic acid. Periodic acid reacts with 1,2 glycol linkage of carbohydrates to form aldehydes which can be stained by Schiff′s reagent. Therefore periodic-acid-Schiff′s reagent (PAS) is used in histochemistry to determine carbohydrates in tissue sections.

Application

Periodic acid may be used in the following reactions:
  • Oxidation of alcohols to ketones and aldehydes.
  • Oxidation hydroxylamine derivatives.
  • Oxidation of arenes to quinones.
  • Deprotection of the dithio- and oxathio-derivatives.
  • Oxidative degradation of epoxidized natural rubber (ENR).
  • Oxidation of urazoles and bis-urazoles to triazolinediones.
  • Oxidative cleavage of glucosazone.

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. 1B - STOT RE 1 Oral

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

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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Deblocking of dithioacetals and oxathioacetals using periodic acid under mild nonaqueous conditions.
Shi XX, et al.
Tetrahedron Letters, 37(25), 4331-4334 (1996)
The Action of Periodic Acid on Glucose Phenylosazone.
Chargaff E and Magasanik B.
Journal of the American Chemical Society, 69(6), 1459-1461 (1947)
The sialic acids. XI. A periodate-resorcinol method for the quantitative estimation of free sialic acids and their glycosides.
G W Jourdian et al.
The Journal of biological chemistry, 246(2), 430-435 (1971-01-25)
Pyridinium chlorochromate catalyzed oxidation of alcohols to aldehydes and ketones with periodic acid.
Hunsen M.
Tetrahedron Letters, 46(10), 1651-1653 (2005)
Further Observations Concerning the Periodic Acid Oxidation of Hydroxylamine Derivatives1.
Emery TF and. Neilands JB.
The Journal of Organic Chemistry, 27(3), 1075-1077 (1962)
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