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214000

TEMPO

Name: TEMPO
Brand: ALDRICH

98%

Synonym(s):

2,2,6,6-Tetramethylpiperidine 1-oxyl, 2,2,6,6-Tetramethyl-1-piperidinyloxy, free radical, TEMPO

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About This Item

Empirical Formula (Hill Notation):

C₉H₁₈NO

CAS Number:

2564-83-2

Molecular Weight:

156.25

UNSPSC Code:

12352119

NACRES:

NA.22

PubChem Substance ID:

24852819

EC Number:

219-888-8

Beilstein/REAXYS Number:

1422418

MDL number:

MFCD00009599

Assay:

98%

Form:

solid

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Properties

Quality Level

200

assay

98%

form

solid

reaction suitability

reagent type: oxidant

greener alternative product characteristics

Catalysis
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Greener Alternative Product

mp

36-38 °C (lit.)

greener alternative category

Aligned,

storage temp.

2-8°C

SMILES string

CC1(C)CCCC(C)(C)N1[O]

InChI

1S/C9H18NO/c1-8(2)6-5-7-9(3,4)10(8)11/h5-7H2,1-4H3

InChI key

QYTDEUPAUMOIOP-UHFFFAOYSA-N

Description

General description

TEMPO (2,2,6,6-Tetramethylpiperidin-1-oxyl) is a stable free radical commonly used as an oxidizing agent in organic synthesis. Copper/TEMPO has been utilized in the catalytic oxidation of primary alcohols to aldehydes.

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Application

TEMPO can be used:

As a catalytic oxidant for copper-catalyzed, greener oxidation of alcohols under aerobic conditions.
As a catalytic oxidant in the iodobenzene diacetae oxidation of nerol to neral.
For trapping the styrenyl radical generated from benzoyl peroxide during nitroxide-mediated radical polymerization of styrene.
In the carboxylation of water-resistant nanofibrillated cellulose (NFC) films.

Copper(I)/TEMPO-catalyzed aerobic oxidation of primary alcohols to aldehydes with ambient air

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pictograms

GHS05

signalword

Danger

hcodes

H314,H412

pcodes

P260 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1C

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 2

flash_point_f

152.6 °F - closed cup

flash_point_c

67 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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。

Global Trade Item Number

SKU	GTIN
214000-1G	04061838773067
214000-25G	04061835515394
214000-5G	04061835521265