244988
Bis(1,5-cyclooctadiene)nickel(0)
Synonym(s):
Bis(cyclooctadiene)nickel, Ni(COD)2
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About This Item
Empirical Formula (Hill Notation):
C16H24Ni
CAS Number:
Molecular Weight:
275.06
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
reaction suitability
core: nickel
reaction type: Cross Couplings
reagent type: catalyst
parameter
temperature sensitive
mp
60 °C (dec.) (lit.)
storage temp.
−20°C
SMILES string
[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-;
InChI key
JRTIUDXYIUKIIE-KZUMESAESA-N
Application
Reactant for:
Catalyst 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
Catalyst for the cycloaddition of 1,3-dienes.
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.
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Pricing
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Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Carc. 2 - Flam. Sol. 1 - Skin Sens. 1 - STOT RE 1
Target Organs
Lungs
Storage Class Code
4.1B - Flammable solid hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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