2,2,6,6-Tetramethylpiperidine 1-oxyl
2,2,6,6-Tetramethylpiperidine 1-oxyl (CAS 2564-83-2), a stable nitroxyl radical, is an essential reagent in organic synthesis. With the molecular formula C9H18NO and a molecular weight of 156.25 g/mol, it functions as a versatile oxidizing agent and a catalyst in various chemical transformations, particularly in the oxidation of alcohols. Its unique radical character makes it valuable in polymer chemistry and as a spin label in electron paramagnetic resonance (EPR) spectroscopy.
- IUPAC
- 2,2,6,6-Tetramethyl-1-piperidinyloxy, free radical,TEMPO
- Synonyms
- 6-Tetramethylpiperidine 1-oxylTEMPO2,2,6,6-Tetramethyl-1-piperidinyloxy, free radical
Oxidation Catalyst
2,2,6,6-Tetramethylpiperidine 1-oxyl is widely employed as a catalyst for the selective oxidation of primary and secondary alcohols to aldehydes and ketones, respectively. It is often used in conjunction with a co-oxidant like sodium hypochlorite or N-chlorosuccinimide.
Radical Polymerisation Control
This stable radical can act as a mediating agent in controlled radical polymerization techniques, such as Nitroxide-Mediated Polymerization (NMP). It helps to control polymer chain growth, leading to polymers with well-defined molecular weights and narrow polydispersities.
Spin Labeling
Due to its paramagnetic nature, TEMPO and its derivatives serve as spin labels in Electron Paramagnetic Resonance (EPR) spectroscopy. This application is crucial for studying the structure and dynamics of biological molecules and materials.
Organic Synthesis Reagent
Beyond its role in alcohol oxidation, it finds utility in various other organic transformations, including dehydrogenation reactions and the synthesis of complex organic molecules. Its robust nature allows for its use under diverse reaction conditions.
| Molecular weight | 156.25 |
|---|---|
| Empirical formula | C9H18NO |
| Assay | ≥96.0% (GC) |
| Grade | purum |
| Storage temperature | 2-8°C |
| Melting point | 36-38 °C(lit.)36-39 °C |
Hazard statements
- H314Causes severe skin burns and eye damage
Precautionary statements
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Protective equipment | Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges |
|---|---|
| Flash point | 67 °C / 152.6 °F |
| Transport (UN / ADR) | UN 3263 8 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | C |
| Risk statements (R) | 34 |
| Safety statements (S) | 26-36/37/39-45 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
| Purified By | sublimation |
|---|
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 2,2,6,6-Tetramethylpiperidine 1-oxyl used for?
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2,2,6,6-Tetramethylpiperidine 1-oxyl is primarily used as a catalyst in selective oxidation reactions, particularly for alcohols to aldehydes and ketones. It also functions as a control agent in radical polymerization and as a spin label in EPR spectroscopy.
What are the CAS number and formula for 2,2,6,6-Tetramethylpiperidine 1-oxyl?
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The CAS number for 2,2,6,6-Tetramethylpiperidine 1-oxyl is 2564-83-2, and its empirical formula is C9H18NO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 2,2,6,6-Tetramethylpiperidine 1-oxyl with a purity of ≥96.0% (GC), and it is graded as 'purum'. We do not represent this product as USP, BP, or EP grade.
How should 2,2,6,6-Tetramethylpiperidine 1-oxyl be handled safely?
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2,2,6,6-Tetramethylpiperidine 1-oxyl is a corrosive substance (H314) that causes severe skin burns and eye damage. Appropriate personal protective equipment, including eye protection, gloves, and respiratory protection, must be used. Handle in a well-ventilated area and avoid contact with skin, eyes, and clothing. Store at 2-8°C.
How is 2,2,6,6-Tetramethylpiperidine 1-oxyl packed and shipped?
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Product is shipped according to UN 3263, Class 8, Packing Group II regulations. Specific packaging details are available upon request, and TSS ensures compliance with all export and shipping regulations.
How can I request a quote or sample?
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To request a quote or a sample of 2,2,6,6-Tetramethylpiperidine 1-oxyl, please contact the Tech Serve Solutions sales team via our website or direct inquiry channels.
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