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426369

Sigma-Aldrich

TEMPO

purified by sublimation, 99%

Sinônimo(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

Fórmula empírica (Notação de Hill):
C9H18NO
Número CAS:
2564-83-2
Peso molecular:
156.25
Beilstein:
1422418
Número CE:
219-888-8
Número MDL:
MFCD00009599
Código UNSPSC:
12352119
ID de substância PubChem:
24866699
NACRES:
NA.22

Ensaio

99%

forma

solid

purificado por

sublimation

adequação da reação

reagent type: oxidant

pf

36-38 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

chave InChI

QYTDEUPAUMOIOP-UHFFFAOYSA-N

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Categorias relacionadas

Descrição geral

For a synthetic protocol using NMP initiators, contributed by Prof. Karen Wooley, please visit our technology spotlight.

Aplicação

Stable nitroxide radical useful in controlling living polymerizations
TEMPO (2,2,6,6-Tetramethyl-1-piperidinyloxy) was used for trapping the styrenyl radical generated from benzoyl peroxide during nitroxide-mediated radical polymerization of styrene. TEMPO-mediated oxidation was employed for the carboxylation of water-resistant nanofibrillated cellulose (NFC) films.

Pictogramas

Corrosion
GHS05

Palavra indicadora

Danger

Frases de perigo

H314,H412

Classificações de perigo

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

Código de classe de armazenamento

8A - Combustible corrosive hazardous materials

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

152.6 °F - closed cup

Ponto de fulgor (°C)

67 °C - closed cup

Equipamento de proteção individual

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

Certificados de análise (COA)

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MitoTEMPO ≥98% (HPLC)

Sigma-Aldrich

SML0737

MitoTEMPO

4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl purum, ≥98.0% (HPLC)

Sigma-Aldrich

00375

4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl

4-Oxo-TEMPO-d16, free radical for ESR-spectroscopy, 97 atom % D

Sigma-Aldrich

485268

4-Oxo-TEMPO-d16, free radical

Akira Isogai et al.
Nanoscale, 3(1), 71-85 (2010-10-20)
Native wood celluloses can be converted to individual nanofibers 3-4 nm wide that are at least several microns in length, i.e. with aspect ratios>100, by TEMPO (2,2,6,6-tetramethylpiperidine-1-oxyl radical)-mediated oxidation and successive mild disintegration in water. Preparation methods and fundamental characteristics
Jessica M Hoover et al.
Journal of the American Chemical Society, 135(6), 2357-2367 (2013-01-16)
Homogeneous Cu/TEMPO catalyst systems (TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) have emerged as some of the most versatile and practical catalysts for aerobic alcohol oxidation. Recently, we disclosed a (bpy)Cu(I)/TEMPO/NMI catalyst system (NMI = N-methylimidazole) that exhibits fast rates and high selectivities, even
Block copolymer synthesis using a commercially available nitroxide-mediated radical polymerization (NMP) initiator.
Lee NS and Wooley KL.
Material Matters, 5, 8-15 (2010)
Soham Maity et al.
Journal of the American Chemical Society, 135(9), 3355-3358 (2013-02-15)
Nitroolefin is a common and versatile reagent. Its synthesis from olefin is generally limited by the formation of mixture of cis and trans compounds. Here we report that silver nitrite (AgNO2) along with TEMPO can promote the regio- and stereoselective
Xinwang Cao et al.
Carbohydrate polymers, 90(2), 1075-1080 (2012-07-31)
Cellulose nanowhiskers is a kind of renewable and biocompatible nanomaterials evoke much interest because of its versatility in various applications. Here, for the first time, a novel controllable fabrication of cellulose nanowhiskers from jute fibers with a high yield (over
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