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Sigma-Aldrich

4-Methoxy-TEMPO

97%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C10H20NO2
Numéro CAS:
95407-69-5
Poids moléculaire :
186.27
Numéro MDL:
MFCD00270334
Code UNSPSC :
12352000
ID de substance PubChem :
24873570
Nomenclature NACRES :
NA.22

Pureté

97%

Pf

40.5-44 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

COC1CC(C)(C)N([O])C(C)(C)C1

InChI

1S/C10H20NO2/c1-9(2)6-8(13-5)7-10(3,4)11(9)12/h8H,6-7H2,1-5H3

Clé InChI

SFXHWRCRQNGVLJ-UHFFFAOYSA-N

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Description générale

4-Methoxy-TEMPO (4-methoxy-2,2,6,6-tetramethyl-1-piperidinyloxy) is an aminoxyl free radical commonly employed for the oxidation reaction of alcohols (primary/secondary). It has been proposed as hindered amine light stabiliser (HALS) model compound. Its reaction with irradiated dilute aqueous suspensions of photocatalytic nanoparticulate titanium dioxide was investigated by electron spin resonance (ESR) and electrospray ionization mass-spectrometry (ESI-MS).

Application

4-Methoxy-TEMPO may be employed as catalyst for the synthesis of 2-substituted benzoxazoles, via aerobic oxidation reaction.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Xican Li et al.
Molecules (Basel, Switzerland), 24(11) (2019-05-31)
To probe the effect of 3',8″-dimerization on antioxidant flavonoids, acacetin and its 3',8″-dimer isoginkgetin were comparatively analyzed using three antioxidant assays, namely, the ·O2- scavenging assay, the Cu2+ reducing assay, and the 2,2'-azino bis(3-ethylbenzothiazolin-6-sulfonic acid) radical scavenging assay. In these
David L Marshall et al.
Organic & biomolecular chemistry, 9(13), 4936-4947 (2011-05-21)
Potenital pathways for the deactivation of hindered amine light stabilisers (HALS) have been investigated by observing reactions of model compounds--based on 4-substituted derivatives of 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO)--with hydroxyl radicals. In these reactions, dilute aqueous suspensions of photocatalytic nanoparticulate titanium dioxide were
Y C Liu et al.
Science in China. Series B, Chemistry, life sciences & earth sciences, 32(8), 937-947 (1989-08-01)
The kinetics of reduction of nitroxides including 4-hydroxy-TEMPO, 4-methoxy-TEMPO and 4-hexanoyloxy-TEMPO, which are of different lipophilicities, by vitamin C in cationic, non-ionic and anionic micelles, i.e. CTAB, Triton X-100 and SDS, respectively, have been studied by FSR spectroscopy by a
Kevin M Church et al.
Nucleosides, nucleotides & nucleic acids, 23(11), 1723-1738 (2004-12-16)
Our work outlines the use of oxoammonium salts in a formal 1,2 addition process to olefins giving nucleoside analogs as products. Specifically, oxoammonium salts can be added to a solution of olefin and silylated heterocycle to give Methoxy TEMPO substituted
Xiaoqing Guo et al.
Toxicological sciences : an official journal of the Society of Toxicology, 163(1), 214-225 (2018-02-01)
TEMPO (2, 2, 6, 6-tetramethylphiperidine-1-oxyl) and its derivatives are stable free radical nitroxides widely used in the field of chemistry, biology, and pharmacology. TEMPO was previously found to be mutagenic and to induce micronuclei in mammalian cells. In this study
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