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Merck
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文件

8.22288

Sigma-Aldrich

Periodic acid

for synthesis

别名:

Periodic acid

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About This Item

经验公式(希尔记法):
H5IO6
CAS号:
分子量:
227.94
MDL號碼:
分類程式碼代碼:
12352301
酶委員會索引編號:
233-937-0
NACRES:
NA.22

品質等級

化驗

≥98% (iodometric)

形狀

solid

反應適用性

reagent type: oxidant

pH值

1.2 (20 °C, 100 g/L in H2O)

mp

122 °C

溶解度

ethanol: soluble at 20 °C
water: soluble at 20 °C

體積密度

1400 kg/m3

儲存溫度

15-25°C

InChI

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

InChI 密鑰

TWLXDPFBEPBAQB-UHFFFAOYSA-N

應用

Periodic acid can be used as a reagent for the oxidative cleavage of 1,2 diols to ketones or aldehydes, and epoxides to aldehydes. It is also used in the oxidative cleavage of various protecting groups such as acetonide, tetrahydropyranyl ether (THP), ethoxyethyl acetals, cyclic acetals, dithioacetals, and oxathioacetals.
It can also be used:
  • In the selective N-nitrosation of secondary amines in the presence of sodium nitrite, and wet silica gel.
  • As a stoichiometric oxidant with chromium (IV) acetate for the oxidation of tertiary C−H bonds to tertiary alcohols.
  • In combination with chromium oxide to oxidize primary alcohols to carboxylic acids; alkylbenzenes to benzoic acids; and cyclic benzyl ethers to the corresponding lactones.
  • In the iodination of bulky polyalkyl benzenes in the presence of iodine.
  • In the oxidative coupling of polycyclic aromatic hydrocarbons in the presence of aqueous acetic acid.
  • In the selective oxidation of sulfides to sulfoxides using FeCl3 as a catalyst.

分析報告

Assay (iodometric): ≥ 98.0 %
Melting range (lower value): ≥ 124 °C
Melting range (upper value): ≤ 129 °C

訊號詞

Danger

危險分類

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Ox. Sol. 1 - Skin Corr. 1B - STOT RE 1 Oral

標靶器官

Thyroid

儲存類別代碼

5.1A - Strongly oxidizing hazardous materials

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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Periodic Acid
Stengel JH, et al.
eEROS (Encyclopedia of Reagents for Organic Synthesis), 1-6 (2001)
One-pot hydrothermal synthesis and characterization of CoFe2O4 nanoparticles and its application as magnetically recoverable catalyst in oxidation of alcohols by periodic acid
Paul B, et al.
Materials Chemistry and Physics, 181, 99-105 (2016)
A mild and highly efficient oxidation of sulfides to sulfoxides with periodic acid catalyzed by FeCl3
Kim SS, et al.
Synthesis, 2002(17), 2484-2486 (2002)

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