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371343

Sigma-Aldrich

4-Hydroxy-TEMPO benzoate, free radical

97%

Sinonimo/i:

4-Hydroxy-TEMPO benzoate, 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl benzoate

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About This Item

Formula empirica (notazione di Hill):
C16H22NO3
Numero CAS:
3225-26-1
Peso molecolare:
276.35
Beilstein:
1431263
Numero MDL:
MFCD00075563
Codice UNSPSC:
12352000
ID PubChem:
24863101
NACRES:
NA.22

Saggio

97%

Stato

solid

Punto di fusione

99-101 °C (lit.)

Gruppo funzionale

ester
phenyl

Stringa SMILE

CC1(C)CC(CC(C)(C)N1[O])OC(=O)c2ccccc2

InChI

1S/C16H22NO3/c1-15(2)10-13(11-16(3,4)17(15)19)20-14(18)12-8-6-5-7-9-12/h5-9,13H,10-11H2,1-4H3
MJEDTBDGYVATPI-UHFFFAOYSA-N

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Descrizione generale

4-Hydroxy-TEMPO benzoate is a 4-substituted 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO) derivative.

Applicazioni

4-Hydroxy-TEMPO benzoate was employed as spin probe to investigate the mechanism of synthesis of SBA-15 and to evaluate its surface properties and pore structure by electron paramagnetic resonance spectroscopy (EPR). It was also used for the functionalization of various polydienes (polybutadiene and polyisoprene). Functionalized polydienes were analyzed by gel permeation chromatography.
Recycling catalyst in hypochlorite/bromite-nitroxide oxidizing system for conversion of alcohols to aldehydes, ketones, and carboxylic acids. It circumvents the need to use a catalytic or stoichiometric heavy metal oxidant.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
MKBP3938V
MKAA2190V
MKAA2190
14813DH
14615HN

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Study of the formation of the mesoporous material SBA-15 by EPR spectroscopy.
Ruthstein S, et al.
The Journal of Physical Chemistry B, 107(8), 1739-1748 (2003)
Janske Nel et al.
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Controlled ?Grafting-from? of poly [styrene-co-maleic anhydride] onto polydienes using nitroxide chemistry.
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The Journal of Organic Chemistry, 55, 462-462 (1990)
M P Do et al.
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Articoli

TEMPO Catalyzed Oxidations

TEMPO (2,2,6,6-Tetramethylpiperidinyloxy or 2,2,6,6-Tetramethylpiperidine 1-oxyl) and its derivatives are stable nitroxy radicals used as catalysts in organic oxidation reactions. TEMPO was discovered by Lebedev and Kazarnovskii in 1960. The stable free radical nature of TEMPO is due to the presence of bulky substituent groups, which hinder the reaction of the free radical with other molecules.

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