179485
4-Oxo-TEMPO
Synonym(s):
4-Oxo-2,2,6,6-tetramethyl-1-piperidinyloxy, free radical
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About This Item
Empirical Formula (Hill Notation):
C9H16NO2
CAS Number:
Molecular Weight:
170.23
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352000
EC Number:
220-778-7
MDL number:
Form:
solid
InChI key
WSGDRFHJFJRSFY-UHFFFAOYSA-N
InChI
1S/C9H16NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h5-6H2,1-4H3
SMILES string
CC1(C)CC(=O)CC(C)(C)N1[O]
form
solid
functional group
ketone
storage temp.
2-8°C
Quality Level
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
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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
R Konaka et al.
Redox report : communications in free radical research, 6(5), 319-325 (2002-01-10)
We previously reported that irradiation of titanium dioxide (TiO2) in ethanol generates both singlet oxygen (1O2) and superoxide anion (O2*-) as measured by EPR spectroscopy. The present study describes the production of reactive oxygen species upon irradiation of TiO2 in
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
Jingyao Zhang et al.
Shock (Augusta, Ga.), 52(1), 92-101 (2018-07-22)
The aim of the present study was to investigate the effect of cold atmospheric discharge plasma-activated saline (DPAS) on abdominal sepsis. For in vitro research, Methicillin-resistant Staphylococcus aureus (MRSA) was treated with DPAS, and the survival was detected. For in
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)
Articles
TEMPO（2,2,6,6-四甲基哌啶氧基或2,2,6,6-四甲基哌啶1-氧基）及其衍生物在有机氧化反应催化剂中可以作为稳定的硝酰基使用。TEMPO由Lebedev和Kazarnovskii于1960年发现，其具有的稳定自由基性质得益于其庞大的取代基团阻碍了自由基与其他分子之间发生反应。
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