TETRAPROPYLAMMONIUM PERRUTHENATE

Chemical properties

dark green solid

The Uses of TETRAPROPYLAMMONIUM PERRUTHENATE

Tetrapropylammonium Perruthenate is used in sustainable oxidation reactions and has potential for chemical recycling.

The Uses of TETRAPROPYLAMMONIUM PERRUTHENATE

To a solution of the SM (8.34 g, 18.15 mmol) in ACN (100 mL) was added NMO (8.51 g, 72.6 mmol) and TPAP (0.51 g, 1.45 mmol) in three portions. The resulting mixture was stirred at RT for 4 h. Then IPA (20 mL) was added and the mixture was stirred overnight. The mixture was concentrated in vacuo and the residue was partitioned between EtOAc (200 mL) and 1N HCl (80 mL). The layers were separated and the org layer was washed with brine, dried (Na2SO4), and concentrated to provide the product. [8.0 g, 16.90 mmol]

Definition

ChEBI: A quaternary ammonium salt having tetrapropylammonium as the cation and perruthenate as the anion.

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.

Purification Methods

It is a strong oxidant and may explode on heating. It can be washed with aqueous n-propanol, then H2O and dried over KOH in a vacuum. It is stable at room temperature but best stored in a refrigerator. It is soluble in CH2Cl2 and MeCN. [Dengel et al. Transition Met Chem 10 98 1985, Griffith et al. J Chem Soc, Chem Commun 1625 1987.] § Polymer supported reagent is available commercially.