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330744

Tetrapropylammonium perruthenate

Name: Tetrapropylammonium perruthenate
Brand: ALDRICH

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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Properties

Quality Level

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

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.

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

pictograms

GHS03,GHS07

signalword

Danger

hcodes

H272,H315,H319

pcodes

P210 - P220 - P264 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Storage Class

5.1B - Oxidizing hazardous materials

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Articles

Oxidizing and Reducing Agents

Oxidation and reduction reactions are some of the most common transformations encountered in organic synthesis

Differential Effect of Wortmannolone Derivatives on MDA-MB-231 Breast Cancer Cells.

Ulyana Munoz Acuña et al.

Anticancer research, 37(4), 1617-1623 (2017-04-05)

The survival rate of women diagnosed with triple-negative breast-cancer (TNBC) remains low. Hence, this study aimed at the chemical and biological optimization of furanosteroid derivatives for the treatment of this type of malignancy using TNBC cells. Semi-synthetic analogs of wortmannolone

Oxidation of hydroxyl-substituted organotrifluoroborates.

Gary A Molander et al.

Journal of the American Chemical Society, 128(30), 9634-9635 (2006-07-27)

Potassium- and tetra-n-butylammonium organotrifluoroborates containing hydroxyl groups have been prepared and oxidized using several common oxidants. Aryl-, alkenyl-, and alkyltrifluoroborates containing both primary and secondary hydroxyl groups were oxidized in moderate to excellent yields with complete retention of the trifluoroborate

Tetrapropylammonium Perruthenate, Pr4N+RuO4 -, TPAP: A Catalytic Oxidant for Organic Synthesis

Steven V.L, et al.

Synthesis, 7, 639-666 (1994)

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Global Trade Item Number

SKU	GTIN
330744-250MG	04061826726204
330744-1G	04061826726198