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

Product Information

Molecular Formula:
C16H24Ni
Molecular Weight:
275.06
Description
Reactant for:• Oxidative addition reactionsCatalyst 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.
Synonyms
Ni(COD)2,Bis(cyclooctadiene)nickel,Nickel,bis(1,5-cyclooctadiene)-
IUPAC Name
(1Z,5Z)-cycloocta-1,5-dienenickel
Canonical SMILES
C1CC=CCCC=C1.C1CC=CCCC=C1.[Ni]
InChI
InChI=1S/2C8H8.Ni/c2*1-2-4-6-8-7-5-3-1;/h2*1-2,7-8H2;
InChI Key
AYHVBQBQROAZHP-UHFFFAOYSA-N
Boiling Point
Decomposes
Melting Point
60 °C (dec.) (lit.)
Flash Point
Not applicable
Purity
99% | 99.9% | 99.99% | 99.999%
Solubility
Decomposes
Appearance
solid
Storage
−20°C

Safety Information

Hazards
H228 - H317 - H332 - H334 - H341 - H351 - H361d - H372 - H410
Precautionary Statement
P201 - P210 - P273 - P280 - P302 + P352 - P308 + P313

Computed Properties

Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
0
Exact Mass
274.123142 g/mol
Monoisotopic Mass
274.123142 g/mol
Topological Polar Surface Area
0Ų
Heavy Atom Count
17
Formal Charge
0
Complexity
72.6
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
4
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
3
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
JP-2022031355-A Pest control method 2021-12-15
CN-114181252-A Synthesis method of chiralphos derivative 2021-12-13
CN-114032567-A Electrochemical reduction carboxylation method based on non-sacrificial anode strategy 2021-11-23
CN-113896864-A Binuclear organic metal complex and preparation method thereof 2021-11-16
CN-113831216-A Synthetic method for preparing monofluoroolefin by taking aldehyde compound as raw material 2021-10-15
CN-113912516-A Application of multidentate phosphite ligand in catalytic synthesis of adiponitrile 2021-10-15
CN-113698327-A Aryl thioether compounds and preparation method thereof 2021-10-08
CN-113801298-A Aminated poly (tetraphenylethylene), and preparation method and application thereof 2021-10-08
CN-113788765-A Preparation method of alpha, beta-unsaturated amide 2021-09-15
CN-113801051-A Preparation method of N-succinimide 2021-09-15
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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