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Merck
CN

163945

4-Amino-TEMPO, free radical

97%

Synonym(s):

4-Amino-2,2,6,6-tetramethylpiperidine-1-oxyl, 4-Amino-2,2,6,6-tetramethylpiperidinyloxy, free radical, 4-Amino-TEMPO

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About This Item

Empirical Formula (Hill Notation):
C9H19N2O
CAS Number:
14691-88-4
Molecular Weight:
171.26
UNSPSC Code:
12352000
NACRES:
NA.22
PubChem Substance ID:
24850044
EC Number:
238-738-2
Beilstein/REAXYS Number:
3933966
MDL number:
MFCD00006479

Key Documents

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Product Name

4-Amino-TEMPO, free radical, 97%

InChI key

XUXUHDYTLNCYQQ-UHFFFAOYSA-N

InChI

1S/C9H19N2O/c1-8(2)5-7(10)6-9(3,4)11(8)12/h7H,5-6,10H2,1-4H3

SMILES string

CC1(C)CC(N)CC(C)(C)N1[O]

assay

97%

form

solid

mp

~0 °C (lit.)

storage temp.

2-8°C

Quality Level

200

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Application

Useful spin label for studying biological systems, polymers, and as a building block for more elaborate spin labels.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000517171
0000517176
0000517176
0000517171
0000500327

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SEC-MALS analysis of cellouronic acid prepared from regenerated cellulose by TEMPO-mediated oxidation.
Shibata I, et al.
Cellulose, 13(1), 73-80 (2006)
Journal of Colloid and Interface Science, 165, 236-236 (1994)
N Naber et al.
Biochemistry, 33(13), 3855-3861 (1994-04-05)
Each actin molecule contains a nucleotide, tightly bound in a deep cleft that divides the molecule. To probe conformational changes within this region of the molecule, we have incorporated two spin label analogues of ATP into actin. In both analogs
Darja Jaušovec et al.
Carbohydrate polymers, 116, 74-85 (2014-12-03)
The chemo-enzymatic modification of cellulose nanofibers (CNFs) using laccase as biocatalysts and TEMPO or 4-Amino-TEMPO as mediators under mild aqueous conditions (pH 5, 30 °C) has been investigated to introduce surface active aldehyde groups. 4-Amino TEMPO turned out to be
Spin-Labeled Dendrimers in EPR Imaging with Low Molecular Weight Nitroxides.
Alexander T. Yordanov et al.
Angewandte Chemie (International ed. in English), 40(14), 2690-2692 (2001-07-18)
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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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