912794
Ni(COD)(DQ)
≥95%, powder
Synonym(s):
Bis(1,5-cyclooctadiene)(duroquinone) nickel(0)
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About This Item
Empirical Formula (Hill Notation):
C18H24NiO2
CAS Number:
Molecular Weight:
331.08
MDL number:
UNSPSC Code:
12352103
NACRES:
NA.22
Product Name
Ni(COD)(DQ), ≥95%
Quality Level
assay
≥95%
form
powder
reaction suitability
reagent type: catalyst
core: nickel
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
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.
signalword
Danger
hcodes
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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Related Content
Engle lab pioneers efficient catalytic methods, leveraging substrate directivity for streamlined organic synthesis and selective product formation.
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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 912794-1G | 04061842097456 |
| 912794-250MG | 04061842097463 |