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Merck
CN

709859

TEMPO on silica gel

Synonym(s):

2,2,6,6-Tetramethyl-1-piperinyloxy, free radical on silica gel, SiliaCAT® TEMPO

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About This Item

UNSPSC Code:
12161600
NACRES:
NA.22
MDL number:
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form

solid

storage temp.

2-8°C

Quality Level

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Application

Recyclable catalyst in the Anelli oxidation of alcohols.

General description

FeCl3.6H2O/TEMPO (2,2,6,6-tetramethylpiperidine 1-oxyl radical) in the presence of silica gel has been employed as catalyst for oxidation of alcohols to the corresponding aldehydes and ketones. Doping of stable organic nitroxyl radical TEMPO, over different silica matrices affords reusable highly selective catalysts for various alcohol oxidation reactions. TEMPO-supported on silica gel catalyzed-Anelli oxidation of alcohols has been reported.

Legal Information

SiliaCat is a registered trademark of Silicycle, Inc.

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Selective aerobic oxidation of alcohols catalyzed by iron chloride hexahydrate/TEMPO in the presence of silica gel.
Wang L, et al.
Applied Organometallic Chemistry, 26(1), 37-43 (2012)
T Fey et al.
The Journal of organic chemistry, 66(24), 8154-8159 (2001-11-28)
The application of silica-supported TEMPO as a recyclable catalyst in the Anelli oxidation of alcohols is reported. The catalyst is easily obtained in a one-step reductive amination procedure starting from a commercially available aminopropyl-functionalized silica. Details of the synthesis of
Sol-gel ormosils doped with TEMPO as recyclable catalysts for the selective oxidation of alcohols.
Ciriminna R, et al.
Advanced Synthesis & Catalysis, 344(2), 159-163 (2002)

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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