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244988

Sigma-Aldrich

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

Sinonimo/i:

Bis(cyclooctadiene)nickel, Ni(COD)2

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About This Item

Formula empirica (notazione di Hill):
C16H24Ni
Numero CAS:
1295-35-8
Peso molecolare:
275.06
Numero CE:
215-072-0
Numero MDL:
MFCD00058902
Codice UNSPSC:
12352202
ID PubChem:
24854723
NACRES:
NA.22
Prezzi e disponibilità al momento non sono disponibili

Livello qualitativo

200

Impiego in reazioni chimiche

core: nickel
reaction type: Cross Couplings
reagent type: catalyst

Parametri

temperature sensitive

Punto di fusione

60 °C (dec.) (lit.)

Temperatura di conservazione

−20°C

Stringa SMILE

[Ni].C1CC=CCCC=C1.C2CC=CCCC=C2

InChI

1S/2C8H12.Ni/c2*1-2-4-6-8-7-5-3-1;/h2*1-2,7-8H,3-6H2;/b2*2-1-,8-7-;
JRTIUDXYIUKIIE-KZUMESAESA-N

Categorie correlate

Applicazioni

Catalyst for the cycloaddition of 1,3-dienes.[1]
Reactant for:
  • Oxidative addition reactions

Catalyst for:
  • Asymmetric α-arylation and heteroarylation of ketones with chloroarenes
  • Cross-coupling reactions
  • Regioselective and stereoselective carboxylation/cyclization of allenyl aldehydes under a carbon dioxide atmosphere
  • Methyl carboxylation of homopropargylic alcohols
  • Stereoselective borylative ketone-diene coupling
  • Cycloaddition of benzamides with internal alkynes
Used to catalyze the addition of allyl phenyl sulfide to alkynes leading to 1,4-dienes. The reaction with terminal acetylenes proceeds in high yield and high selectivity. A variety of functional groups are tolerated.[2]

Prodotti correlati

N° Catalogo
Descrizione
Determinazione del prezzo

06693

Timestrip Plus™ -20 °C

912794

Ni(COD)(DQ), ≥95%

Avvertenze

Danger

Indicazioni di pericolo

H228,H317,H351,H372

Classi di pericolo

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

Organi bersaglio

Lungs

Codice della classe di stoccaggio

4.1B - Flammable solid hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
BCCJ4930
BCCH7614
BCCG3760
BCCH5546
BCCF6273

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Quanyou Feng et al.
Nature communications, 9(1), 1559-1559 (2018-04-21)
Biodegradable polyesters with various tacticities have been synthesized by means of stereoselective ring-opening polymerization of racemic lactide and β-lactones but with limited side-chain groups. However, stereoselective synthesis of functional polyesters remains challenging from O-carboxyanhydrides that have abundant pendant side-chain functional
G Eliad Benitez-Medina et al.
Dalton transactions (Cambridge, England : 2003), 48(47), 17579-17587 (2019-11-22)
The nickel-catalyzed N-alkylation of a variety of arylamines via transfer hydrogenation in the absence of pressurized hydrogen and basic or acidic additives was achieved in a tandem reaction. This process was further extended to the C[double bond, length as m-dash]N
Tiziana Funaioli et al.
PloS one, 5(5), e10617-e10617 (2010-05-21)
It is well known that, stemming from the mutual interplay between chromophores, circular dichroism (CD) is a powerful technique to deal with structural problems for both the small organic molecule and the biopolymer. However, quantitative interpretations of the spectroscopic and
Joachim Loup et al.
Angewandte Chemie (International ed. in English), 58(6), 1749-1753 (2018-12-06)
Highly enantioselective nickel-catalyzed alkene endo-hydroarylations were accomplished with full selectivity by organometallic C-H activation. The asymmetric assembly of chiral six-membered scaffolds proved viable in the absence of pyrophoric organoaluminum reagents within an unprecedented nickel/JoSPOphos manifold.
Tsung-Han Lin et al.
ACS applied materials & interfaces, 9(5), 4948-4955 (2017-01-13)
The race for performance of integrated circuits is nowadays facing a downscale limitation. To overpass this nanoscale limit, modern transistors with complex geometries have flourished, allowing higher performance and energy efficiency. Accompanying this breakthrough, challenges toward high-performance devices have emerged
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