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426369

Sigma-Aldrich

TEMPO

purified by sublimation, 99%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C9H18NO
Numero CAS:
2564-83-2
Peso molecolare:
156.25
Beilstein:
1422418
Numero CE:
219-888-8
Numero MDL:
MFCD00009599
Codice UNSPSC:
12352119
ID PubChem:
24866699
NACRES:
NA.22

Saggio

99%

Forma fisica

solid

Purificato mediante

sublimation

Impiego in reazioni chimiche

reagent type: oxidant

Punto di fusione

36-38 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

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
QYTDEUPAUMOIOP-UHFFFAOYSA-N

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Categorie correlate

Descrizione generale

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

Applicazioni

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.

Pittogrammi

Corrosion
GHS05

Avvertenze

Danger

Indicazioni di pericolo

H314,H412

Classi di pericolo

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

Codice della classe di stoccaggio

8A - Combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

152.6 °F - closed cup

Punto d’infiammabilità (°C)

67 °C - closed cup

Dispositivi di protezione individuale

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

Certificati d'analisi (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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