2,2,6,6-Tetramethyl-1-piperidinyloxy, Radical
- for Organic Synthesis
- Specification Assay :
- 98.0+% (Capillary GC)
- Manufacturer :
- FUJIFILM Wako Pure Chemical Corporation
- Storage Condition :
- Keep at 2-10 degrees C.
- CAS RN® :
- 2564-83-2
- Molecular Formula :
- C9H18NO
- Molecular Weight :
- 156.25
- GHS :
-
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- Structural Formula
- Label
- Packing
- SDS
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Comparison
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5G
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In stock in Japan |
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25G
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In stock in Japan |
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100G
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In stock in Japan |
※Check availability in the US with the distributor.
Document
Overview
This product is a stable nitroxyl radical. In TEMPO-mediated oxidation, catalytic amount of TEMPO is used with reoxidant such as hypochlorite or hypervalent iodine. In general, when primary alcohol and secondary alcohol coexist, primary alcohol is oxidized in a functional group-selective manner into aldehyde. Also, reaction condition can be optimized to obtain carboxylic acid from primary alcohols.
Mechanism
In catalytic cycle, TEMPO is oxidized by the co-oxidant to generate oxoammonium cation which is actual oxidant. During the conversion of the alcohol to the corresponding aldehyde, oxoammonium cation is reduced to a hydroxylamine. The hydroxyl amine is reoxidized to oxoammonium cation by co-oxidant, thus completing the catalytic cycle.
Reaction
References
- Jauch, J. : Angew. Chem., Int. Ed., 39, 2764 (2000).
- De Mico, A., Margarita, R., Parlanti, L., Vescovi, A., Piancatelli, G. : J. Org. Chem., 62, 6974 (1997).
- Einhorn, J., Einhorn, C., Ratajczak, F., Pierre, J.-L. : J. Org. Chem., 61, 7452 (1996).
Overview / Applications
| Outline | This product is for research use only. Do not administer it to human.
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| Precautions for Use | Packed on argon gas |
Property
| Appearance | Yellowish red - brown, crystals - crystalline powder or mass |
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Manufacturer Information
Alias
- TEMPO
For research use or further manufacturing use only. Not for use in diagnostic procedures.
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