TEMPO / 2,2,6,6-Tetramethylpiperidine-1-oxyl with CAS 2564-83-2
What is TEMPO?
TEMPO (2,2,6,6-Tetramethylpiperidine-1-oxyl, CAS 2564-83-2) is a highly stable organic nitroxide free radical. Unlike most radicals, TEMPO is bench-stable and can be handled safely under standard laboratory and industrial conditions, making it one of the most commercially important radical species in chemistry.
The molecule features a persistent nitrogen-centered radical stabilized by four flanking methyl groups, preventing radical–radical coupling and giving TEMPO its exceptional thermal and chemical stability. It appears as an orange crystalline solid that is soluble in most organic solvents and water.
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Product Advantages
- Exceptional Radical Stability: The four methyl groups surrounding the nitroxide prevent dimerization and decomposition, giving TEMPO an indefinite shelf life under proper storage. No special handling required.
- High Selectivity in Oxidation: TEMPO selectively oxidizes primary alcohols to aldehydes and carboxylic acids in the presence of co-oxidants, with minimal over-oxidation or side reactions.
- Catalytic & Recoverable: Used in sub-stoichiometric amounts as a mediator catalyst, TEMPO can often be recovered and recycled, reducing process costs and environmental impact significantly.
- Mild Reaction Conditions: TEMPO-mediated reactions typically run at room temperature or below in aqueous or organic media, making them compatible with sensitive substrates and complex natural products.
TEMPO Quick details
- Chemical Name:2,2,6,6-Tetramethylpiperidinooxy
- CAS No.:2564-83-2
- EINECS: 219-888-8
- Molecular Formula:C9H18NO*
- Molecular weight:156.25
- Appearance:Orange to red crystals
- Purity:99%min
- Synonyms:TEMPO,FREERADICAL;2,2,6,6-Tetramethyl-1-piperidyloxy;2,2,6,6-Tetramethylpiperidin-1-oxy;2,2′,6,6′-Tetramethylpiperidin-1-oxyl;2,2,6,6-TETRAChemicalbookMETHYLPIPERIDINOOXY;2,2,6,6-TETRAMETHYLPIPERIDINOOXY,FREERADICAL;2,2,6,6-TETRAMETHYLPIPERIDINOXY;2,2,6,6-TETRAMETHYLPIPERIDINOXYFREERADICAL
TEMPO Typical Properties
| Item | Specification | Results |
| Appearance | Orange to red crystals | Conforms |
| Assay | ≥99% | 99.82% |
| Water content | ≤1% | 0.51% |
| Ash | ≤0.1% | 0.08% |
| Melting range | 36-40℃ | 38℃ |
| Conclusion | The results conforms with enterprise standards | |
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TEMPO Applications
- TEMPO is a water-soluble and stable nitroxyl radical. It can be used to selectively catalyze the oxidation of primary hydroxyl groups in polysaccharides, converting them into carboxyl groups.
- It is a highly effective oxidation catalyst that can oxidize primary alcohols to aldehydes and secondary alcohols to ketones.
- It is an efficient polymerization inhibitor that can oxidize primary alcohols to aldehydes and secondary alcohols to ketones
TEMPO Package & Storage
- Package:1kg/bottle; 25kg/drum
- Storage: Store in a cool place and keep it sealed to avoid direct sunlight.
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