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Merck
CN

390380

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
UNSPSC Code:
12352000
NACRES:
NA.22
PubChem Substance ID:
24864140
EC Number:
423-840-3
Beilstein/REAXYS Number:
3546225
MDL number:
MFCD00043593

Key Documents

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Product Name

4-Acetamido-TEMPO, free radical, 97%

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

assay

97%

form

powder

mp

143-145 °C (lit.)

Quality Level

200

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Application

Oxidizes alcohols to carbonyl compounds in the presence of TsOH.

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ9811
BCBR6087V
BCBM2377V
BCBK9096V
1449209V

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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
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
A Koceva-Chyła et al.
Anticancer research, 20(6B), 4611-4618 (2001-02-24)
The novel nitroxyl, Tempicol-3 (nitroxide-N-oxide) was synthesized and its capacity to act as a scavenger of hydroxyl radicals was tested. The concentration-dependent reducibility of this novel compound was also examined and compared with those of previously characterized nitroxides, Tempo and
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Articles

TEMPO催化氧化

TEMPO（2,2,6,6-四甲基哌啶氧基或2,2,6,6-四甲基哌啶1-氧基）及其衍生物在有机氧化反应催化剂中可以作为稳定的硝酰基使用。TEMPO由Lebedev和Kazarnovskii于1960年发现，其具有的稳定自由基性质得益于其庞大的取代基团阻碍了自由基与其他分子之间发生反应。

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