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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
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grade

ACS reagent

Quality Level

200

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[1] is one of the steps in the periodate-resorcinol assay, used in the determination of sialic acid.[2] 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.[3][4]

Application

Periodic acid may be used in the following reactions:
  • Oxidation of alcohols to ketones and aldehydes.[5][6]
  • Oxidation hydroxylamine derivatives.[7]
  • Oxidation of arenes to quinones.[8]
  • Deprotection of the dithio- and oxathio-derivatives.[9]
  • Oxidative degradation of epoxidized natural rubber (ENR).[10]
  • Oxidation of urazoles and bis-urazoles to triazolinediones.[11]
  • Oxidative cleavage of glucosazone.[12]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL2653
BCCK7597
BCCG6110
BCCF1091
BCBS6452V

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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)
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)
Chemical degradation of epoxidized natural rubber using periodic acid: Preparation of epoxidized liquid natural rubber.
Phinyocheep P, et al.
Journal of Applied Polymer Science, 95(1), 6-15 (2005)
The first report on the catalytic oxidation of urazoles to their corresponding triazolinediones via in situ catalytic generation of Br+ using periodic acid or oxone/KBr system.
Zolfigol MA, et al.
J. Mol. Catal. A: Chem., 270(1), 219-224 (2007)
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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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