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379891

Sigma-Aldrich

Periodic acid

99.999% trace metals basis

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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:
12352301
PubChem Substance ID:
24863698
NACRES:
NA.22

Assay

99.999% trace metals basis

form

crystals

reaction suitability

reagent type: oxidant

mp

122 °C (lit.)

solubility

water: soluble

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 (H5IO6) is an oxoacid of iodine. It is commonly used as an oxidizing agent in organic synthesis for the preparation of useful chemical intermediates. Periodic acid is also used in oxidative cleavage reactions.

Application

Periodic acid can be used as a reagent:
  • In the oxidative cleavage of 1,2 diols and epoxides to ketones or aldehydes.
  • For the oxidation of alcohols to ketones or aldehydes in the presence of pyridinium chlorochromate as a catalyst.
  • For the oxidation of sulfides to sulfones using chromium(VI) oxide catalyst.
  • For the oxidation of naphthalenes and anthracene to quinones using chromium(VI) oxide catalyst.
  • In the synthesis of polyaniline (Pani) by chemical polymerization.
  • N-nitrosation of secondary amines using various heterogeneous catalysts in the presence of Na2NO3.
  • In combination with sodium bisulfate for the preparation iodohydrin substituents by the addition of I-OH to alkenes.

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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F. Ruff, et al.,
European Journal of Organic Chemistry, 13, 2102-2111 (2009)
Y. L. Hu, et al.,
Catalysis Communications, 11, 923-927 (2010)
Periodic Acid
Stengel JH, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-6 (2001)
M. A. Zolfigol, et al.,
Helvetica Chimica Acta, 93, 587-594 (2010)
Bing-Ping Yang et al.
Dalton transactions (Cambridge, England : 2003), 40(5), 1055-1060 (2010-12-15)
Systematic explorations of new phases in the A(I)-In(III)-I(V)-O system by hydrothermal reactions led to five new compounds, namely, AIn(IO(3))(4) (A = Li, Na), Rb(3)In(IO(3))(6) and A(2)HIn(IO(3))(6) (A = Rb, Cs). The structure of AIn(IO(3))(4) (A = Li, Na) contains one-dimensional
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