Skip to Content
Merck
CN
All Photos(4)

Documents

00375

Sigma-Aldrich

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

greener alternative

purum, ≥98.0% (HPLC)

Sign Into View Organizational & Contract Pricing
All Photos(4)
Empirical Formula (Hill Notation):
C11H21N2O2
CAS Number:
14691-89-5
Molecular Weight:
213.30
Beilstein:
3546225
EC Number:
423-840-3
MDL number:
MFCD00043593
UNSPSC Code:
12352005
PubChem Substance ID:
329747053
NACRES:
NA.22

grade

purum

Quality Level

200

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

greener alternative category

, Re-engineered

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

Looking for similar products? Visit Product Comparison Guide

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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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.
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)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service