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330744 Sigma-Aldrich

Tetrapropylammonium perruthenate

97%

Synonym: TPAP

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Properties

Related Categories Chemical Synthesis, Materials Science, Micro/NanoElectronics, Other Oxidizing Agents, Oxidizing Agents,
Quality Level   100
assay   97%
mp   ~160 °C (dec.) (lit.)
SMILES string   [O-][Ru](=O)(=O)=O.CCC[N+](CCC)(CCC)CCC
InChI   1S/C12H28N.4O.Ru/c1-5-9-13(10-6-2,11-7-3)12-8-4;;;;;/h5-12H2,1-4H3;;;;;/q+1;;;;-1;
InChI key   NQSIKKSFBQCBSI-UHFFFAOYSA-N

Description

General description

Tetrapropylammonium perruthenate (Pr4N+RuO4-) is a mild oxidizing agent used for the oxidation of alcohols to corresponding carbonyl compounds. It is a nonvolatile, air-stable and readily soluble reagent, which can be used either stoichiometrically or catalytically with a suitable co-oxidant.

Application

Tetrapropylammonium perruthenate (TPAP) can be used as a catalyst:     
•  For the conversion of sulfides to sulfones by oxidation reaction.       
•  In the isomerization of allylic alcohols into the corresponding saturated carbonyl derivatives.      
•  Along with N-methylmorpholine N-oxide (NMO) for the cleavage of glycol to carboxylic acids.

TPAP can also be used as an oxidizing reagent for the oxidation of benzyl alcohol to benzaldehyde and steroidal alcohols to corresponding ketones.

Packaging

1 g in glass bottle

250 mg in glass bottle

Safety & Documentation

Safety Information

RIDADR 
UN 1479 5.1 / PGII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Oxidizing and Reducing Agents

Oxidation and reduction reactions are some of the most common transformations encountered in organic synthesis, and are some of the organic chemist’s most powerful tools for creating novel products. ...
ChemFiles Volume 1 Article 3
Keywords: Organic synthesis, Oxidations, Reductions

Peer-Reviewed Papers
15

References

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