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Merck
CN

00375

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

greener alternative

purum, ≥98.0% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C11H21N2O2
CAS Number:
14691-89-5
Molecular Weight:
213.30
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
329747053
EC Number:
423-840-3
Beilstein/REAXYS Number:
3546225
MDL number:
MFCD00043593
Assay:
≥98.0% (HPLC)

Key Documents

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InChI key

UXBLSWOMIHTQPH-UHFFFAOYSA-N

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)

SMILES string

CC(=O)NC1CC(C)(C)N([O])C(C)(C)C1

grade

purum

assay

≥98.0% (HPLC)

greener alternative product score

old score: 9
new score: 8
Find out more about DOZN™ Scoring

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

Greener Alternative Product

mp

143-145 °C (lit.), 143-146 °C

functional group

amide

greener alternative category

, Re-engineered

storage temp.

2-8°C

Quality Level

200

Related Categories

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.
We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives . This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Safer Solvents and Auxiliaries” and “Inherently Safer Chemistry for Accident Prevention”. Click here to view its DOZN scorecard.

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9811
0000119253
0000117268
0000089418
BCBR6087V

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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)
Z. Ma et al.
The Journal of Organic Chemistry, 56, 6110-6110 (1991)
A 1H, 13C and 15N NMR study of oxidation and reduction products of 4-acetamido-2, 2, 6, 6-tetramethylpiperidine-1-oxyl.
Schilf W, et al.
Journal of Molecular Structure, 407(1), 1-3 (1997)
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)
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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