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371343 Sigma-Aldrich

4-Hydroxy-TEMPO benzoate, free radical

97%

Synonym: 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl benzoate, 4-Hydroxy-TEMPO benzoate

  • CAS Number 3225-26-1

  • Empirical Formula (Hill Notation) C16H22NO3

  • Molecular Weight 276.35

  •  Beilstein/REAXYS Number 1431263

  •  MDL number MFCD00075563

  •  PubChem Substance ID 24863101

  •  NACRES NA.22

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Properties

Related Categories Analytical Reagents, Analytical/Chromatography, Chemical Synthesis, Electron Spin Resonance (ESR/EPR) Spectroscopy, Radical Chemistry,
assay   97%
mp   99-101 °C (lit.)
SMILES string   CC1(C)CC(CC(C)(C)N1[O])OC(=O)c2ccccc2
InChI   1S/C16H22NO3/c1-15(2)10-13(11-16(3,4)17(15)19)20-14(18)12-8-6-5-7-9-12/h5-9,13H,10-11H2,1-4H3
InChI key   MJEDTBDGYVATPI-UHFFFAOYSA-N

Description

General description

4-Hydroxy-TEMPO benzoate is a 4-substituted 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO) derivative.

Application

4-Hydroxy-TEMPO benzoate was employed as spin probe to investigate the mechanism of synthesis of SBA-15 and to evaluate its surface properties and pore structure by electron paramagnetic resonance spectroscopy (EPR). It was also used for the functionalization of various polydienes (polybutadiene and polyisoprene). Functionalized polydienes were analyzed by gel permeation chromatography.

Recycling catalyst in hypochlorite/bromite-nitroxide oxidizing system for conversion of alcohols to aldehydes, ketones, and carboxylic acids. It circumvents the need to use a catalytic or stoichiometric heavy metal oxidant.

Packaging

1 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
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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