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179485 Sigma-Aldrich

4-Oxo-TEMPO

Synonym: 4-Oxo-2,2,6,6-tetramethyl-1-piperidinyloxy, free radical

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Properties

Related Categories Analytical Reagents, Analytical/Chromatography, Chemical Synthesis, Electron Spin Resonance (ESR/EPR) Spectroscopy, Radical Chemistry,
Quality Level   100
storage temp.   2-8°C
SMILES string   CC1(C)CC(=O)CC(C)(C)N1[O]
InChI   1S/C9H16NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h5-6H2,1-4H3
InChI key   WSGDRFHJFJRSFY-UHFFFAOYSA-N

Description

General description

4-Oxo-TEMPO is formed by the reaction of 2,2,6,6-tetramethyl-4-piperidone (4-oxo-TMP) and 1O2. It is a stable paramagnetic product formed during the irradiation of TiO2 in aqueous suspensions.

Application

4-Oxo-TEMPO was employed as nitroxide standard to investigate the generation of singlet oxygen by photoexcited TiO2 in ethanol by ESR spectroscopy. It may be employed as free radical polarizing agent in dynamic nuclear polarization (DNP) studies.

Free-radical nitroxide spin probe typically used for:
• Redox sources for anodes in lithium secondary batteries
• Free-radical biological studies
• Radical spin-trapping
• Electron paramagnetic resonance studies
• Polymer chemisty and synthesis applications

Packaging

1, 5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS09  GHS09
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

TEMPO Catalyzed Oxidations

TEMPO (2,2,6,6-Tetramethylpiperidinyloxy or 2,2,6,6-Tetramethylpiperidine 1-oxyl) and its derivatives are stable nitroxy radicals used as catalysts in organic oxidation reactions. TEMPO was discovere...
Keywords: Aerobic, Capillary electrophoresis, Catalysis, Chromatography, Coupling reactions, Oxidations, Polymerization reactions, Size-exclusion chromatography, Solvents

Peer-Reviewed Papers
15

References

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