4-Oxo-2,2,6,6-tetramethylpiperidinooxy

4-Oxo-2,2,6,6-tetramethylpiperidinooxy Basic information
Product Name:4-Oxo-2,2,6,6-tetramethylpiperidinooxy
Synonyms:4-Oxo-2,2,6,6-tetramethyl-1-piperidinyloxy, free radical;4-OXO-TEMPO, FREE RADICAL 80+%;4-OXO-TEMPO, FREE RADICAL 99+%;4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINOXY;4-Oxo-2,2,6,6-tetramethylpiperidine-1-oxyl(4-Oxo-TEMPO,freeradical);4-Oxo-2,2,6,6;4-Oxo-2,2,6,6-trtramethyl-1-piperidi nyloxy,free radical;2,2,6,6-Tetramethyl-4-piperidone 1-oxyl, free radical
CAS:2896-70-0
MF:C9H16NO2*
MW:170.23
EINECS:220-778-7
Product Categories:Industrial/Fine Chemicals;Spin Labeling Compounds;Analytical Chemistry;ESR Spectrometry;Spin Labels
Mol File:2896-70-0.mol
4-Oxo-2,2,6,6-tetramethylpiperidinooxy Structure
4-Oxo-2,2,6,6-tetramethylpiperidinooxy Chemical Properties
Melting point 33-38 °C
Boiling point 299.88°C (rough estimate)
density 1.0710 (rough estimate)
vapor pressure 2.254Pa at 25℃
refractive index 1.4640 (estimate)
storage temp. 2-8°C
solubility DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 10 mg/ml
form Needles, Crystals or Crystalline Powder
color Orange
Water Solubility Soluble in water (partly), acetone, DMSO, 100% ethanol, and diethylether. Insoluble in water.
BRN 1818579
LogP0.28 at 22℃
CAS DataBase Reference2896-70-0(CAS DataBase Reference)
NIST Chemistry Reference1-Piperidinyloxy, 2,2,6,6-tetramethyl-4-oxo-(2896-70-0)
EPA Substance Registry System1-Piperidinyloxy, 2,2,6,6-tetramethyl-4-oxo- (2896-70-0)
Safety Information
Risk Statements 36/37/38
Safety Statements 24/25
RIDADR UN 3077 9 / PGIII
WGK Germany 3
RTECS TN9200000
TSCA Yes
HS Code 29333990
MSDS Information
ProviderLanguage
4-Oxo-TEMPO English
ACROS English
SigmaAldrich English
ALFA English
4-Oxo-2,2,6,6-tetramethylpiperidinooxy Usage And Synthesis
Description2,2,6,6-Tetramethylpiperidin-1-oxyl (TEMPO) is a stable radical that will react with reactive oxygen species (ROS). This conversion, followed by ESR, provides an indirect way to monitor ROS production in biological systems. TEMPONE is the 4-oxo derivative of TEMPO. In addition to possible uses as a spin trap, this nitroxyl radical can be used in hydrogen transfer experiments and as a polarizing agent in dynamic nuclear polarization NMR spectroscopy. TEMPONE and other nitroxyl radicals have also been shown to reduce mean arterial pressure in spontaneously hypertensive rats when administered intravenously.
Chemical PropertiesPink Needles
UsesA spin label for ESR studies
UsesFree-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
General Description4-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.
Flammability and ExplosibilityNonflammable
4-Oxo-2,2,6,6-tetramethylpiperidinooxy Preparation Products And Raw materials
Preparation Products2,2,6,6-TETRAMETHYLPIPERIDINE-1-OXYL-4-AMINO-4-CARBOXYLIC ACID-->RAC-2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL-4, 4-(5-SPIROHYDANTOIN)
1-Hydroxy-2,2,6,6-tetramethyl-4-oxopiperidine 4-Methylenepiperidine HCl Triacetonediamine 1,1'-Carbonyldiimidazole 1-Benzoyloxy-2,2,6,6-tetramethyl-4-oxopiperidine Carbonyl iron powder 2,2,6,6-Tetramethylpiperidine 4-Oxo-2,2,6,6-tetramethylpiperidinooxy PENICILLIN V 3,5-Dibromo-4-oxo-2,2,6,6-tetramethylpiperidin-1-yl 2,2,6,6-Tetramethylpiperidinooxy 1-HYDROXY-2 2 6 6-TETRAMETHYL-4-PIPERI- 4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINE-D16-1-OXYL 4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINE-1-15N-1-OXYL 1-Acetyloxy-2,2,6,6-tetramethyl-4-oxopiperidine 2,2,6,6-Tetramethyl-4-piperidinol 4-OXO-2,2,6,6-TETRAMETHYLPIPERIDINE-D16,1-15N-1-OXYL

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