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Merck
CN

88126

Sigma-Aldrich

Tetrapropylammonium perruthenate

purum

Synonym(s):

TPAP

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About This Item

Linear Formula:
(CH3CH2CH2)4NRuO4
CAS Number:
Molecular Weight:
351.43
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
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grade

purum

reaction suitability

reagent type: oxidant

mp

~160 °C (dec.) (lit.)

storage temp.

2-8°C

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

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Other Notes

Catalyst for the mild N-methylmorpholine N-oxide, NMO, mediated oxidation of alcohols to carbonyl compounds in methylene chloride

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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S.V. Ley et al.
Synthesis, 639-639 (1994)
Alexandra Fidalgo et al.
Physical chemistry chemical physics : PCCP, 10(15), 2026-2032 (2008-08-09)
Fluorinated organo-silica gels doped with tetra-n-propylammonium perruthenate (TPAP) are excellent catalysts for the aerobic oxidative dehydrogenation of alcohols in supercritical CO2 (scCO2). Their activity and stability are subtly dictated by structure, depending on the degree of fluorination and on the
A double donor-activated ruthenium(VII) catalyst: synthesis of enantiomerically pure THF-diols.
Huan Cheng et al.
Angewandte Chemie (International ed. in English), 49(9), 1587-1590 (2010-02-04)
Brooks E Maki et al.
Organic letters, 11(7), 1651-1654 (2009-03-27)
Indoles and alcohols can be coupled in a dehydrogenative process catalyzed by tetrapropylammonium perruthenate. This efficient approach to indolylamides proceeds in a single flask under mild conditions. By employing substituted indoles and alkyl, branched, or benzylic alcohols, a variety of
C K Acosta et al.
Steroids, 58(5), 205-208 (1993-05-01)
Tetrapropylammonium perruthenate N-methylmorpholine N-oxide oxidation of steroidal alcohols is described. The reagent combination is mild and gave good yields of the corresponding ketones. Although the oxidation can generate ketones from 3-, 11-, 15-, 17-, and 20-hydroxy steroids, the oxidation of

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