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330744

Tetrapropylammonium perruthenate

97%

Synonym(s):

TPAP

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About This Item

Linear Formula:
(CH3CH2CH2)4NRuO4
CAS Number:
114615-82-6
Molecular Weight:
351.43
NACRES:
NA.22
PubChem Substance ID:
24859883
UNSPSC Code:
12352116
MDL number:
MFCD00074914
Assay:
97%
Form:
solid
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Quality Segment

200

assay

97%

form

solid

reaction suitability

core: ammonium, reagent type: oxidant

mp

~160 °C (dec.) (lit.)

functional group

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;

InChI key

NQSIKKSFBQCBSI-UHFFFAOYSA-N

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.

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

pictograms

Flame over circleExclamation mark
GHS03,GHS07

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Ox. Sol. 2 - Skin Irrit. 2

Storage Class

5.1B - Oxidizing hazardous materials

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