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Merck

912794

Sigma-Aldrich

Ni(COD)(DQ)

≥95%

Synonym(e):

Bis(1,5-cyclooctadiene)(duroquinone) nickel(0)

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250 MG
94,80 €
1 G
270,00 €

94,80 €


Versandbereit am22. April 2025Details


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250 MG
94,80 €
1 G
270,00 €

About This Item

Empirische Formel (Hill-System):
C18H24NiO2
CAS-Nummer:
Molekulargewicht:
331.08
MDL-Nummer:
UNSPSC-Code:
12352103
NACRES:
NA.22

94,80 €


Versandbereit am22. April 2025Details


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Qualitätsniveau

Assay

≥95%

Form

powder

Eignung der Reaktion

reagent type: catalyst
reaction type: Cross Couplings

Parameter

temperature stable

mp (Schmelzpunkt)

227 °C (decomposition)

SMILES String

[Ni](C)C.O=C2C(=C(C(=O)C(=C2C)C)C)C.C1CCC\C=C/CC1

InChIKey

PRUJUYLPWIUASG-ZMKTYRQVSA-N

Anwendung

Ni(COD)(DQ), as shown by the Engle lab, is an air- and thermally stable Ni(0) precatalyst. This 18-electron complex has a unique stability profile allowing for easy reaction setup outside an inert atmosphere. Transformations such as the Suzuki-Miyaura coupling, borylation of aryl halides, and alkene hydroarylation have been demonstrated.

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Piktogramme

Health hazardExclamation mark

Signalwort

Danger

Gefahreneinstufungen

Carc. 2 - Skin Sens. 1 - STOT RE 1

Zielorgane

Lungs

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Die Dokumentenbibliothek aufrufen

Van T Tran et al.
Angewandte Chemie (International ed. in English) (2020-02-18)
We report that Ni(COD)(DQ) (COD=1,5-cyclooctadiene, DQ=duroquinone), an air-stable 18-electron complex originally described by Schrauzer in 1962, is a competent precatalyst for a variety of nickel-catalyzed synthetic methods from the literature. Due to its apparent stability, use of Ni(COD)(DQ) as a

Verwandter Inhalt

Engle lab pioneers efficient catalytic methods, leveraging substrate directivity for streamlined organic synthesis and selective product formation.

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

    1 Antwort
    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 Antwort
    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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