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912794

Sigma-Aldrich

Ni(COD)(DQ)

≥95%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C18H24NiO2
CAS Number:
40759-64-6
Molecular Weight:
331.08
MDL number:
MFCD32851669
UNSPSC Code:
12352103
NACRES:
NA.22

Quality Level

100

assay

≥95%

form

powder

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

parameter

temperature stable

mp

227 °C (decomposition)

SMILES string

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

InChI key

PRUJUYLPWIUASG-ZMKTYRQVSA-N

Related Categories

Application

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.

Other Notes

Ni(COD)(DQ): An Air-Stable 18-Electron Ni(0)–Olefin Precatalyst

related product

Product No.
Description
Pricing

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

target_organs

Lungs

Storage Class

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

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SHBN0650
MKCM8214

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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

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