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390380

Sigma-Aldrich

4-Acetamido-TEMPO, free radical

97%

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Synonym(s):
4-Acetamido-2,2,6,6-tetramethylpiperidine 1-oxyl
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:
12352000
PubChem Substance ID:
24864140
NACRES:
NA.22

Quality Level

200

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
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

Regulatory Information

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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.
Yin W, et al.
Advanced Synthesis & Catalysis, 352(1, 113-118 (2010)
Lenka Vítková et al.
Polymers, 11(9) (2019-09-22)
In the current study, we present methods of sodium hyaluronate, also denoted as hyaluronan (HA), nanofiber fabrication using a direct-current (DC) electric field. HA was spun in combination with poly(vinyl alcohol) (PVA) and polyethylene oxide (PEO) and as a pure
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)
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