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4-Hydroxy-TEMPO

ALDRICH/176141 - 97%

Synonym: 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl; TEMPOL

CAS Number: 2226-96-2
Empirical Formula (Hill Notation): C9H18NO2
Molecular Weight: 172.24
EC Number: 218-760-9
MDL Number: MFCD00006478
Linear Formula: C9H18NO2
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-176141-1G 1 g
$34.20
1/EA
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45-176141-5G 5 g
$98.00
1/EA
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45-176141-25G 25 g
$257.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 176141-1G.
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 176141-25G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 176141-1G

 

assay 97%
composition Carbon content, 60.6-65.0%
  Nitrogen content, 7.8-8.4%
form solid
InChI 1S/C9H18NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11H,5-6H2,1-4H3
InChI key UZFMOKQJFYMBGY-UHFFFAOYSA-N
mp 69-71 °C (lit.)
Quality Level 200 
SMILES string CC1(C)CC(O)CC(C)(C)N1[O]
storage temp. 2-8°C
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.
Application: 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.
Application: Spin label for studying biological compounds and polymers.
Application: 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.
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.
Packaging: 1, 5, 25 g in glass bottle
Purity 97%
mp 69-71 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12352200

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