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Merck
CN

371343

4-Hydroxy-TEMPO benzoate, free radical

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C16H22NO3
CAS Number:
3225-26-1
Molecular Weight:
276.35
UNSPSC Code:
12352000
NACRES:
NA.22
PubChem Substance ID:
24863101
MDL number:
MFCD00075563
Beilstein/REAXYS Number:
1431263

Key Documents

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Product Name

4-Hydroxy-TEMPO benzoate, free radical, 97%

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

SMILES string

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

InChI key

MJEDTBDGYVATPI-UHFFFAOYSA-N

assay

97%

form

solid

mp

99-101 °C (lit.)

functional group

ester
phenyl

Quality Level

200

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Application

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.

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000106987
0000087302
0000070799
MKBP3938V
MKAA2190V

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Controlled ?Grafting-from? of poly [styrene-co-maleic anhydride] onto polydienes using nitroxide chemistry.
Bonilla-Cruz J, et al.
European Polymer Journal, 46(2), 298-312 (2010)
Janske Nel et al.
International journal of pharmaceutics, 554, 87-92 (2018-11-07)
Oxygen is essential in physiology and pathophysiology. Electron paramagnetic resonance (EPR) oximetry, using oxygen sensitive paramagnetic materials, could be attractive for measuring oxygen in tissues. The aim of the present study was to assess the properties of lipid nanocapsules (LNCs)
The Journal of Organic Chemistry, 55, 462-462 (1990)
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)
M P Do et al.
International journal of pharmaceutics, 486(1-2), 38-51 (2015-03-21)
Periodontitis is the primary cause of tooth loss in adults and a very wide-spread disease. Recently, composite implants, based on a drug release rate controlling polymer and an adhesive polymer, have been proposed for an efficient local drug treatment. However
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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。

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