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Merck

214000

Sigma-Aldrich

TEMPO

greener alternative
TEMPO
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98%

Sinónimos:

2,2,6,6-Tetramethylpiperidine 1-oxyl, 2,2,6,6-Tetramethyl-1-piperidinyloxy, free radical, TEMPO

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1 G
28,20 €
5 G
44,40 €
25 G
138,00 €

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1 G
28,20 €
5 G
44,40 €
25 G
138,00 €

About This Item

Fórmula empírica (notación de Hill):
C9H18NO
Número de CAS:
Peso molecular:
156.25
Beilstein:
1422418
Número CE:
Número MDL:
Código UNSPSC:
12352119
ID de la sustancia en PubChem:
NACRES:
NA.22

28,20 €


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Nivel de calidad

Ensayo

98%

Formulario

solid

idoneidad de la reacción

reagent type: oxidant

características de los productos alternativos más sostenibles

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

36-38 °C (lit.)

categoría alternativa más sostenible

temp. de almacenamiento

2-8°C

cadena SMILES

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

InChI

1S/C9H18NO/c1-8(2)6-5-7-9(3,4)10(8)11/h5-7H2,1-4H3

Clave InChI

QYTDEUPAUMOIOP-UHFFFAOYSA-N

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Descripción general

TEMPO (2,2,6,6-Tetramethylpiperidin-1-oxyl) is a stable free radical commonly used as an oxidizing agent in organic synthesis.[1] Copper/TEMPO has been utilized in the catalytic oxidation of primary alcohols to aldehydes.[2]
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Find details here.

Aplicación

TEMPO can be used:
  • As a catalytic oxidant for copper-catalyzed, greener oxidation of alcohols under aerobic conditions.
  • As a catalytic oxidant in the iodobenzene diacetae oxidation of nerol to neral.[3]
  • For trapping the styrenyl radical generated from benzoyl peroxide during nitroxide-mediated radical polymerization of styrene.[4]
  • In the carboxylation of water-resistant nanofibrillated cellulose (NFC) films.[5]

Copper(I)/TEMPO-catalyzed aerobic oxidation of primary alcohols to aldehydes with ambient air

Pictogramas

Corrosion

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1C

Código de clase de almacenamiento

8A - Combustible corrosive hazardous materials

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

152.6 °F - closed cup

Punto de inflamabilidad (°C)

67 °C - closed cup

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Certificados de análisis (COA)

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Visite la Librería de documentos

Geisslmeir, David; et al.
Monatshefte fur Chemie / Chemical Monthly, 136(9), 1591-1599 (2005)
Wan Ru Leow et al.
Science (New York, N.Y.), 368(6496), 1228-1233 (2020-06-13)
Chemicals manufacturing consumes large amounts of energy and is responsible for a substantial portion of global carbon emissions. Electrochemical systems that produce the desired compounds by using renewable electricity offer a route to lower carbon emissions in the chemicals sector.
Block copolymer synthesis using a commercially available nitroxide-mediated radical polymerization (NMP) initiator.
Lee NS and Wooley KL.
Material Matters, 5, 8-15 (2010)
Solvent effect on (2, 2, 6, 6-Tetramethylpiperidine-1-yl) oxyl (TEMPO): a RISM-SCF-SEDD study.
Fernandez MJF and Sato H.
Theoretical Chemistry Accounts, 130(2-3), 299-304 (2011)
Jessica M Hoover et al.
Journal of the American Chemical Society, 135(6), 2357-2367 (2013-01-16)
Homogeneous Cu/TEMPO catalyst systems (TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) have emerged as some of the most versatile and practical catalysts for aerobic alcohol oxidation. Recently, we disclosed a (bpy)Cu(I)/TEMPO/NMI catalyst system (NMI = N-methylimidazole) that exhibits fast rates and high selectivities, even

Contenido relacionado

he Stahl Lab focuses on the development of catalysts and catalytic reactions for selective oxidation of organic molecules, with particular emphasis on aerobic oxidation reactions.

Preguntas

1–2 de 2 Preguntas  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 respuesta
    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

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

    1 respuesta
    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

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Revisiones

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    Lowers NMR T1 in organic liquids

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