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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.

signalword

Danger

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

5.1A - Strongly oxidizing hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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Chemical polymerization of aniline using periodic acid in acetonitrile
Muzaffer C, et al.
Synthetic Metals, 159(14), 1486-1490 (2009)
A. Khazaei, et al.,
Synthesis, 21, 3672-3676 (2009)
F. Ruff, et al.,
European Journal of Organic Chemistry, 13, 2102-2111 (2009)
Y. L. Hu, et al.,
Catalysis Communications, 11, 923-927 (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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