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Merck
CN

382000

4-Carboxy-TEMPO, free radical

97%

Synonym(s):

4-Carboxy-2,2,6,6-tetramethylpiperidine 1-oxyl, 4-Carboxy-2,2,6,6-tetramethylpiperidinyloxy, free radical, 4-Carboxy-TEMPO

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About This Item

Empirical Formula (Hill Notation):
C10H18NO3
CAS Number:
Molecular Weight:
200.25
UNSPSC Code:
12352000
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3949026
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Product Name

4-Carboxy-TEMPO, free radical, 97%

InChI

1S/C10H18NO3/c1-9(2)5-7(8(12)13)6-10(3,4)11(9)14/h7H,5-6H2,1-4H3,(H,12,13)

SMILES string

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

InChI key

CYQGCJQJIOARKD-UHFFFAOYSA-N

assay

97%

mp

185-189 °C (lit.)

functional group

carboxylic acid

storage temp.

2-8°C

Quality Level

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Application

4-Carboxy-TEMPO may be employed as catalyst for the oxidation of regenerated cellulose (viscose rayon) to cellouronic acid.

General description

4-Carboxy-TEMPO is a 4-substituted 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO) derivative. 4-carboxy-TEMPO immobilized with 3-aminopropylsilane on the mesoporous silica surface comprises heterogeneous catalytic system employed for various oxidation reactions.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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J L Lamarque et al.
European journal of radiology, 6(1), 48-52 (1986-02-01)
The meglumine salt of TCA, a piperidinyl nitroxide stable free radical derivative, was tested as an NMR contrast enhancer. This report of its use in animals indicates its usefulness in the enhancement of signal intensity of the kidney and bladder.
X Yang et al.
Biophysical journal, 71(3), 1587-1595 (1996-09-01)
Electron paramagnetic resonance spectroscopy and gel permeation chromatography were employed to study the molecular diffusion of a number of small nitroxide spin probes (approximately 7-9 A diameter) into the central cavity of the iron-storage protein ferritin. Charge and polarity of
Comparison of two MCM-41 grafted TEMPO catalysts in selective alcohol oxidation.
Brunel D, et al.
Applied Catalysis A: General, 213(1), 73-82 (2001)
Nitroxide-mediated oxidation of cellulose using TEMPO derivatives: HPSEC and NMR analyses of the oxidized products.
Shibata I and Isogai A.
Cellulose, 10(4), 335-341 (2003)
Kazuyuki Hosokawa et al.
Free radical biology & medicine, 37(7), 946-952 (2004-09-01)
Three water-soluble carboxy nitroxide antioxidants, 5-carboxy-1,1,3,3-tetramethylisoindolin-2-yloxyl, 4-carboxy-2,2,6,6-tetramethylpiperidin-1-yloxyl, and 3-carboxy-2,2,5,5-tetramethylpyrrolidin-1-yloxyl, show significant impact on the postirradiation survival rates of ataxia telangiectasia (A-T) cells compared to normal cells, an assay which represents a model for understanding the impact of ROS damage on

Articles

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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