TPAP
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| TPAP | |
|---|---|
| Chemical name | Tetrapropylammonium
perruthenate |
| Chemical formula | C12H28NRuO4 |
| Molecular mass | 351.43 g/mol |
| Melting point | 160 °C (decomposition) |
| Boiling point | °C |
| Density | g/cm3 |
| CAS number | 114615-82-6 |
| SMILES | |
| (CH3CH2CH2)4NRuO4 | |
| Disclaimer and references | |
TPAP or tetrapropylammonium perruthenate is a chemical compound. This ruthenium compound is used in organic chemistry as a mild oxidizing agent for alcohols to aldehydes. The oxidation generates water that can be removed by adding molecular sieves. TPAP is expensive and used in catalytic amounts. The catalytic cycle is maintained by adding a stoichiometric amount of re-oxidant such as N-methylmorpholine N-oxide or simply by running the reaction in an oxygen atmosphere.
![Oxidation of alcohol to aldehyde with TPAP (0.06 eq.) and N-methylmorpholine N-oxide (1.7 eq.) with molecular sieves in dichloromethane [1]](../../../upload/8/8a/TPAP.gif)
Oxidation of alcohol to aldehyde with TPAP (0.06 eq.) and N-methylmorpholine N-oxide (1.7 eq.) with molecular sieves in dichloromethane
[edit] References
- ^ A High-Yielding Synthesis of the Naturally Occurring Antitumour Agent Irisquinone John A. Hadfield, Alan T. McGown1 and John Butler Molecules 2000, 5, 82-88 Online Article
