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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:
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

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9811
BCBR6087V
BCBM2377V
BCBK9096V
1449209V

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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)
The Journal of Organic Chemistry, 56, 6110-6110 (1991)
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
Oxidation of vic-Diols to α-dicarbonyl compounds using the oxoammonium salt derived from 4-acetamido-TEMPO and p-toluenesulfonic acid.
Banwell MG, et al.
The Journal of Organic Chemistry, 59(21), 6338-6343 (1994)
Erika Watanabe et al.
Carbohydrate polymers, 100, 74-79 (2013-11-06)
Pure (1→3)-β-polyglucuronic acid sodium salt was prepared from curdlan by oxidation with 4-acetamido-TEMPO/NaClO/NaClO₂ in water at pH 4.7 and 35°C. The oxidation conditions, including the reaction time and amounts of reagents added, were optimized for the preparation of (1→3)-β-polyglucuronic acids
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