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179485

Sigma-Aldrich

4-Oxo-TEMPO

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C9H16NO2
Numéro CAS:
2896-70-0
Poids moléculaire :
170.23
Numéro CE :
220-778-7
Numéro MDL:
MFCD00006187
Code UNSPSC :
12352000
ID de substance PubChem :
24850816
Nomenclature NACRES :
NA.22

Forme

solid

Niveau de qualité

100

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

WSGDRFHJFJRSFY-UHFFFAOYSA-N

Description générale

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

Pictogrammes

Environment
GHS09

Mention d'avertissement

Warning

Mentions de danger

H400

Conseils de prudence

P273

Classification des risques

Aquatic Acute 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Maria-Teresa Türke et al.
Physical chemistry chemical physics : PCCP, 12(22), 5893-5901 (2010-05-11)
Dynamic nuclear polarization is emerging as a potential tool to increase the sensitivity of NMR aiming at the detection of macromolecules in liquid solution. One possibility for such an experimental design is to perform the polarization step between electrons and
Impact of Gd3+ on DNP of [1-13C] pyruvate doped with trityl OX063, BDPA, or 4-oxo-TEMPO.
Lumata L, et al.
The Journal of Physical Chemistry A, 116(21), 5129-5138 (2012)
Tsai-Mu Cheng et al.
Materials science & engineering. C, Materials for biological applications, 114, 111064-111064 (2020-10-01)
P-selectin overexpressed on activated endothelial cells and platelets is a new target for treatment of cancers and cardiovascular diseases such as atherosclerosis and thrombosis. In this study, depolymerized low molecular weight fucoidan (LMWF8775) and a thermolysin-hydrolyzed protamine peptide (TPP1880) were
Mark R Kurban et al.
The Journal of chemical physics, 129(6), 064501-064501 (2008-08-22)
Bimolecular collisions between perdeuterated 2,2,6,6-tetramethyl-4-oxopiperidine-l-oxyl molecules in three alkanes have been studied by measuring the electron paramagnetic resonance (EPR) spectral changes induced by spin exchange. We define an "encounter" to be a first-time collision followed by a series of re-encounters
Marina Bennati et al.
Physical chemistry chemical physics : PCCP, 12(22), 5902-5910 (2010-05-12)
Water (1)H relaxation rate measurements of (15)N-(2)H-TEMPONE solutions at temperatures ranging from 298 to 328 K have been performed as a function of magnetic field from 0.00023 to 9.4 T, corresponding to (1)H Larmor frequencies of 0.01 to 400 MHz.
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