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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.)

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

Certificates of Analysis (COA)

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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
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.
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)
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
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