00375
4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl
purum, ≥98.0% (HPLC)
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About This Item
Empirical Formula (Hill Notation):
C11H21N2O2
CAS Number:
Molecular Weight:
213.30
Beilstein:
3546225
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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grade
purum
Quality Level
Assay
≥98.0% (HPLC)
greener alternative product score
old score: 9
new score: 8
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greener alternative product characteristics
Waste Prevention
Safer Solvents and Auxiliaries
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.
sustainability
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mp
143-145 °C (lit.)
143-146 °C
greener alternative category
storage temp.
2-8°C
SMILES string
CC(=O)NC1CC(C)(C)N([O])C(C)(C)C1
InChI
1S/C11H21N2O2/c1-8(14)12-9-6-10(2,3)13(15)11(4,5)7-9/h9H,6-7H2,1-5H3,(H,12,14)
InChI key
UXBLSWOMIHTQPH-UHFFFAOYSA-N
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General description
4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl undergoes one-electron oxidation and reduction reactions. Reaction products were analyzed by 1H, 13C and 15N NMR spectral data.
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Application
4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl radical may be employed in the catalytic system used for the regioselective oxidation of curdlan. It may be employed as model nitroxyl radical to study its reaction with thiophosgene. Reaction afforded 2,2,6,6-tetramethylpiperidine and 2,2,6,6-tetramethyl-1-hydroxypiperidine as major products.
Other Notes
New oxidant for the mild oxidation of alcohols to carbonyls
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Reaction of Nitroxides with Sulfur Containing Compounds II [1]. Preparation of Nitroxides Bearing an Isothiocyanate Substituent in View of the Nitroxyl Group Reduction with Thiophosgene.
Zakrzewski J, et al.
Monatshefte fur Chemie / Chemical Monthly, 134(6), 843-850 (2003)
D Metodiewa et al.
Biochemistry and molecular biology international, 40(6), 1211-1219 (1996-12-01)
Two novel 2,2,6,6-tetramethylpiperidine derivatives (Tempace and Troxyl) were synthesized and their capacity to act as scavengers of superoxide, inhibitors of iron and ascorbate-driven Fenton reaction and radioprotectors was tested. The possibility for one-electron oxidation of novel compounds by heme-ferryl species
D Metodiewa et al.
Anticancer research, 19(2A), 1255-1260 (1999-06-16)
Since flavanone oximes derivatives (ethers) have been shown to modulate the growth of Yoshida Sarcoma cells in vivo and to induce apoptosis, the effects of these substances on immortalized cell lines growth were examined. Cell viability and sensitivity to investigated
D Metodiewa et al.
Biochemistry and molecular biology international, 42(6), 1261-1270 (1997-09-26)
A novel complex, Rutoxyl [rutin/4-acetamide-1-hydroxy-2,2,6,6-tetramethylpiperidinium] was synthesized and its structure and anticancer activity were investigated. The results reported here are consistent with our idea, that the formation of such a complex of two biologically active molecules: polyphenolic flavonoid antioxidant (Rutin)
A Koceva-Chyła et al.
Anticancer research, 20(6B), 4611-4618 (2001-02-24)
The novel nitroxyl, Tempicol-3 (nitroxide-N-oxide) was synthesized and its capacity to act as a scavenger of hydroxyl radicals was tested. The concentration-dependent reducibility of this novel compound was also examined and compared with those of previously characterized nitroxides, Tempo and
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