Saltar al contenido
Merck
Todas las fotos(4)

Documentos clave

Ver Toda la documentación

176141

Sigma-Aldrich

4-Hydroxy-TEMPO

95%

Sinónimos:

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

Iniciar sesiónpara Ver la Fijación de precios por contrato y de la organización
Todas las fotos(4)

About This Item

Fórmula empírica (notación de Hill):
C9H18NO2
Número de CAS:
2226-96-2
Peso molecular:
172.24
Beilstein/REAXYS Number:
1422990
EC Number:
218-760-9
MDL number:
MFCD00006478
UNSPSC Code:
12352119
PubChem Substance ID:
24850555
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Quality Level

200

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

SMILES string

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

Inchi Key

UZFMOKQJFYMBGY-UHFFFAOYSA-N

¿Está buscando productos similares? Visita Guía de comparación de productos

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.[1]

Application

4-Hydroxy-TEMPO (HO-TEMPO) may be employed as catalyst for the oxidation of alcohols to the corresponding aldehydes.[2] It may be employed for the preparation of TEMPO based polymer catalyst systems, which are useful for the Anelli oxidation of various primary alcohols.[3] It may be used as starting reagent in the synthesis of 4-(2,2,6,6-tetramethyl-1-oxyl-4-piperidoxyl)butyl bromide.[4]
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.[5]
Spin label for studying biological compounds[6][7] and polymers.[8]
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

Storage Class

11 - Combustible Solids

wgk_germany

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

Elija entre una de las versiones más recientes:

Certificados de análisis (COA)

Lot/Batch Number
BCCK5479
0000131307
0000131306
BCCF4337
0000094224

¿No ve la versión correcta?

Si necesita una versión concreta, puede buscar un certificado específico por el número de lote.

Busque por un COA

¿Ya tiene este producto?

Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

Visite la Librería de documentos

Journal of Polymer Science. Part B, Polymer Physics, 31, 1885-1885 (1993)
Synthesis of polymer-supported TEMPO catalysts and their application in the oxidation of various alcohols.
Tanyeli C and Gumus A.
Tetrahedron Letters, 44(8), 1639-1642 (2003)
Clean and selective oxidation of alcohols catalyzed by ion-supported TEMPO in water.
Qian W, et al.
Tetrahedron, 62(4), 556-562 (2006)
Synlett, 2767-2767 (2006)
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)
Ver todos los artículos relacionados

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Nuestro equipo de científicos tiene experiencia en todas las áreas de investigación: Ciencias de la vida, Ciencia de los materiales, Síntesis química, Cromatografía, Analítica y muchas otras.

Póngase en contacto con el Servicio técnico