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390380

Sigma-Aldrich

4-Acetamido-TEMPO, free radical

97%

Synonym(s):

4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl

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About This Item

Empirical Formula (Hill Notation):
C11H21N2O2
CAS Number:
Molecular Weight:
213.30
Beilstein/REAXYS Number:
3546225
EC Number:
MDL number:
UNSPSC Code:
12352000
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

powder

mp

143-145 °C (lit.)

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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Application

Oxidizes alcohols to carbonyl compounds in the presence of TsOH.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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The Journal of Organic Chemistry, 56, 6110-6110 (1991)
Iron Chloride/4-Acetamido-TEMPO/Sodium Nitrite-Catalyzed Aerobic Oxidation of Primary Alcohols to the Aldehydes.
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Advanced Synthesis & Catalysis, 352(1, 113-118 (2010)
Oxidation of vic-Diols to α-dicarbonyl compounds using the oxoammonium salt derived from 4-acetamido-TEMPO and p-toluenesulfonic acid.
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The Journal of Organic Chemistry, 59(21), 6338-6343 (1994)
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

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