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382000

Sigma-Aldrich

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:
37149-18-1
Molecular Weight:
200.25
Beilstein:
3949026
MDL number:
MFCD00134569
UNSPSC Code:
12352000
PubChem Substance ID:
24863856
NACRES:
NA.22

Assay

97%

mp

185-189 °C (lit.)

functional group

carboxylic acid

storage temp.

2-8°C

SMILES string

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

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)

InChI key

CYQGCJQJIOARKD-UHFFFAOYSA-N

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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.

Application

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000289023
0000289023
0000193894
0000190817
0000177586

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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)
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
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)
Dongxiao Wen et al.
International journal of analytical chemistry, 2018, 1710438-1710438 (2018-07-10)
A novel nanocomposite of nanoporous gold nanoparticles (np-AuNPs) functionalized with 2,2,6,6-tetramethyl-1-piperidinyloxy radical (TEMPO) was prepared; assembled carboxyl groups on gold nanoporous nanoparticles surface were combined with TEMPO by the "bridge" of carboxylate-zirconium-carboxylate chemistry. SEM images and UV-Vis spectroscopies of np-AuNPs
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