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Sigma-Aldrich

4-Hydroxy-TEMPO

95%

Sinônimo(s):

4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl, TEMPOL

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About This Item

Fórmula empírica (Notação de Hill):
C9H18NO2
Número CAS:
Peso molecular:
172.24
Beilstein:
1422990
Número CE:
Número MDL:
Código UNSPSC:
12352119
ID de substância PubChem:
NACRES:
NA.22

Ensaio

95%

forma

solid

composição

Carbon content, 60.6-65.0%
Nitrogen content, 7.8-8.4%

pf

69-71 °C (lit.)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

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

InChI

1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3

chave InChI

UZFMOKQJFYMBGY-UHFFFAOYSA-N

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Descrição geral

4-Hydroxy-TEMPO is a 4-substituted 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO) derivative. It is a low-molecular weight compound and has been proposed as superoxide dismutase mimic.

Aplicação

4-Hydroxy-TEMPO (HO-TEMPO) may be employed as catalyst for the oxidation of alcohols to the corresponding aldehydes. It may be employed for the preparation of TEMPO based polymer catalyst systems, which are useful for the Anelli oxidation of various primary alcohols. It may be used as starting reagent in the synthesis of 4-(2,2,6,6-tetramethyl-1-oxyl-4-piperidoxyl)butyl bromide.
A fluorous-tagged TEMPO derivative was prepared from the derived TEMPO propargylic ether and subsequent "click" reaction with a fluorous azide. This TEMPO derivative proved to be a highly effective catalyst in the oxidation of alcohols with bleach.
Spin label for studying biological compounds and polymers.
Spin label reagent used in the chatacterization of antagonist and agonist binding sites of NK1 receptor. Also used to measure reactive oxygen generation in heart muscle by electron spin resonance spectroscopy. Cells that overexpress CYP2E1 can be protected from arachidonic acid toxicity damage by TEMPOL.

Palavra indicadora

Danger

Frases de perigo

Classificações de perigo

Acute Tox. 4 Oral - Eye Dam. 1 - STOT RE 2 Oral

Órgãos-alvo

Liver,spleen

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

294.8 °F - DIN 51758

Ponto de fulgor (°C)

146 °C - DIN 51758

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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