330744

Tetrapropylammonium perruthenate

97%

• Synonym(s): TPAP
• Linear Formula: (CH₃CH₂CH₂)₄NRuO₄
• CAS Number: 114615-82-6
• Molecular Weight: 351.43
• MDL number: MFCD00074914
• UNSPSC Code: 12352116
• PubChem Substance ID: 24859883
• NACRES: NA.22

Properties

• assay: 97%
• form: solid
• reaction suitability: reagent type: oxidant
• 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 is a mild oxidizing agent used for the oxidation of alcohols to corresponding carbonyl compounds. It is a non-volatile, 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.
• To convert N,N′-dihydroxyimidazolidines to nitronyl nitroxide free radicals.
• To oxidize hydroxyl-substituted tri-n-butylammonium trifluoroborates to aldehydes and ketones without concomitant cleavage of the carbon-boron bond.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges