330744

Tetrapropylammoniumperruthenat

97%

• Synonym(e): TPAP
• Lineare Formel: (CH₃CH₂CH₂)₄NRuO₄
• CAS-Nummer: 114615-82-6
• Molekulargewicht: 351.43
• MDL-Nummer: MFCD00074914
• UNSPSC-Code: 12352116
• PubChem Substanz-ID: 24859883
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Assay: 97%
• Form: solid
• Eignung der Reaktion: reagent type: oxidant
• mp (Schmelzpunkt): ~160 °C (dec.) (lit.)
• Funktionelle Gruppe: amine
• 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;
• InChIKey: NQSIKKSFBQCBSI-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

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.[1][2]

Anwendung

Tetrapropylammonium perruthenate (TPAP) can be used as a catalyst:     

• For the conversion of sulfides to sulfones by oxidation reaction.[2]       
• In the isomerization of allylic alcohols into the corresponding saturated carbonyl derivatives.[3]      
•  Along with N-methylmorpholine N-oxide (NMO) for the cleavage of glycol to carboxylic acids.[4]

TPAP can also be used as an oxidizing reagent:

• For the oxidation of benzyl alcohol to benzaldehyde and steroidal alcohols to corresponding ketones.[5][6]
• To convert N,N′-dihydroxyimidazolidines to nitronyl nitroxide free radicals.[7]
• To oxidize hydroxyl-substituted tri-n-butylammonium trifluoroborates to aldehydes and ketones without concomitant cleavage of the carbon-boron bond.[8][9]

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges