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514586 Sigma-Aldrich

4-Methoxy-TEMPO

97%

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

  • CAS Number 95407-69-5

  • Empirical Formula (Hill Notation) C10H20NO2

  • Molecular Weight 186.27

  •  MDL number MFCD00270334

  •  PubChem Substance ID 24873570

  •  NACRES NA.22

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Properties

Related Categories Chemical Synthesis, Radical Chemistry, Stable Radicals, Synthetic Reagents, TEMPO Derivatives More...
Quality Level   200
assay   97%
mp   40.5-44 °C (lit.)
storage temp.   2-8°C
SMILES string   COC1CC(C)(C)N([O])C(C)(C)C1
InChI   1S/C10H20NO2/c1-9(2)6-8(13-5)7-10(3,4)11(9)12/h8H,6-7H2,1-5H3
InChI key   SFXHWRCRQNGVLJ-UHFFFAOYSA-N

Description

General description

4-Methoxy-TEMPO (4-methoxy-2,2,6,6-tetramethyl-1-piperidinyloxy) is an aminoxyl free radical commonly employed for the oxidation reaction of alcohols (primary/secondary). It has been proposed as hindered amine light stabiliser (HALS) model compound. Its reaction with irradiated dilute aqueous suspensions of photocatalytic nanoparticulate titanium dioxide was investigated by electron spin resonance (ESR) and electrospray ionization mass-spectrometry (ESI-MS).

Application

4-Methoxy-TEMPO may be employed as catalyst for the synthesis of 2-substituted benzoxazoles, via aerobic oxidation reaction.

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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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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