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Merck
CN

514586

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
NACRES:
NA.22
PubChem Substance ID:
24873570
UNSPSC Code:
12352000
MDL number:
MFCD00270334

Key Documents

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Product Name

4-Methoxy-TEMPO, 97%

InChI

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

SMILES string

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

InChI key

SFXHWRCRQNGVLJ-UHFFFAOYSA-N

assay

97%

mp

40.5-44 °C (lit.)

storage temp.

2-8°C

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Application

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

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).

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP9346
MKCF9039
MKBV5698V
MKBP4321V
MKBF2758V

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Efficient aerobic oxidative synthesis of 2-substituted benzoxazoles, benzothiazoles, and benzimidazoles catalyzed by 4-methoxy-TEMPO.
Yong-Xing Chen et al.
Angewandte Chemie (International ed. in English), 47(48), 9330-9333 (2008-10-31)
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
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
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
D Metodiewa et al.
Anticancer research, 19(6B), 5259-5264 (2000-03-04)
A stable nitroxide radical named Metexyl (4-methoxy-2,2,6,6-tetramethylpiperidine-1-oxyl) was synthesized and its antioxidant and antitumor properties were investigated and compared with these of another nitroxide derivatives previously designed in our laboratories. Three experimental models were used: xanthine/xanthine oxidase system, pulse radiolysis
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Articles

TEMPO催化氧化

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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