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Key Documents

179485

Sigma-Aldrich

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
EC Number:
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

functional group

ketone

storage temp.

2-8°C

SMILES string

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

InChI key

WSGDRFHJFJRSFY-UHFFFAOYSA-N

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

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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