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Sigma-Aldrich

4-Methoxy-TEMPO

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H20NO2
CAS Number:
95407-69-5
Molecular Weight:
186.27
MDL number:
MFCD00270334
UNSPSC Code:
12352000
PubChem Substance ID:
24873570
NACRES:
NA.22

Assay

97%

mp

40.5-44 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI key

SFXHWRCRQNGVLJ-UHFFFAOYSA-N

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General description

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

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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