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Merck

176141

4-Hydroxy-TEMPO

95%

동의어(들):

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

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C9H18NO2
CAS 번호:
Molecular Weight:
172.24
UNSPSC Code:
12352119
NACRES:
NA.22
PubChem Substance ID:
EC Number:
218-760-9
Beilstein/REAXYS Number:
1422990
MDL number:
Assay:
95%
Form:
solid
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InChI key

UZFMOKQJFYMBGY-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

95%

form

solid

composition

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

mp

69-71 °C (lit.)

functional group

hydroxyl

storage temp.

2-8°C

Quality Level

General description

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.

Application

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.

signalword

Danger

Hazard Classifications

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

target_organs

Liver,spleen

저장 등급

11 - Combustible Solids

wgk

WGK 1

flash_point_f

294.8 °F - DIN 51758

flash_point_c

146 °C - DIN 51758

ppe

dust mask type N95 (US), Eyeshields, Gloves


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문서 라이브러리 방문

Z Sledziński et al.
International journal of pancreatology : official journal of the International Association of Pancreatology, 18(2), 153-160 (1995-10-01)
Rats develop acute pancreatitis when infused iv for 3 h with cerulein (10 micrograms/kg/h). Autopsies of the pancreas seen by light microscope show interstitial edema, acinar cells vacuolization, and leukocyte margination in pancreatic capillaries; under electron microscope, severe damage concerning
Technical production of aldehydes by continuous bleach oxidation of alcohols catalyzed by 4-hydroxy-TEMPO.
Fritz-Langhals E.
Organic Process Research & Development, 9(5), 577-582 (2005)
T Tanigawa et al.
Free radical research communications, 19 Suppl 1, S171-S176 (1993-01-01)
A method was designed to detect free radicals in circulating blood of animals using extracorporeal circulation and electron paramagnetic resonance (EPR). An arterial-venous shunt was inserted into male Wistar rats between the distal abdominal aorta and the inferior vena cava.
Medical Science Research, 21, 401-401 (1993)
Journal of Polymer Science. Part B, Polymer Physics, 31, 1885-1885 (1993)

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