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

ALDRICH/244988

Synonym: Bis(cyclooctadiene)nickel; Ni(COD)2

CAS Number: 1295-35-8
Empirical Formula (Hill Notation): C16H24Ni
Molecular Weight: 275.06
EC Number: 215-072-0
MDL Number: MFCD00058902
Linear Formula: C16H24Ni
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-244988-2G 2 g
 $98.80
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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-;
InChI key JRTIUDXYIUKIIE-KZUMESAESA-N
mp 60 °C (dec.) (lit.)
parameter temperature sensitive
Quality Level 200 
reaction suitability core: nickel
  reaction type: Cross Couplings
  reagent type: catalyst
SMILES string [Ni].C1CC=CCCC=C1.C2CC=CCCC=C2
storage temp. −20°C
Application: Catalyst for the cycloaddition of 1,3-dienes.
Application: 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
Application: 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.
Packaging: 2 g in glass bottle
mp 60 °C (dec.) (lit.)
Storage Temp. −20°C
UNSPSC 12352202

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