88126
Tetrapropylammonium perruthenate
purum
Synonym(s):
TPAP
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About This Item
Linear Formula:
(CH3CH2CH2)4NRuO4
CAS Number:
Molecular Weight:
351.43
UNSPSC Code:
12352000
PubChem Substance ID:
MDL number:
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;
SMILES string
[O-][Ru](=O)(=O)=O.CCC[N+](CCC)(CCC)CCC
InChI key
NQSIKKSFBQCBSI-UHFFFAOYSA-N
grade
purum
reaction suitability
reagent type: oxidant
mp
~160 °C (dec.) (lit.)
storage temp.
2-8°C
Other Notes
Catalyst for the mild N-methylmorpholine N-oxide, NMO, mediated oxidation of alcohols to carbonyl compounds in methylene chloride
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
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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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