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44157 Bis(1,5-cyclooctadiene)nickel(0), 96%

CAS Number
1295-35-8
Synonyms

Stock No. Size Price ($) Quantity Availability
44157-04 2g 81.10
44157-09 10g 337.00
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Bis(1,5-cyclooctadiene)nickel(0), 96%

MDL
MFCD00058902
EINECS
215-072-0

Chemical Properties

Formula
C16H24Ni
Formula Weight
275.06
Form
Powder, Packaged under argon
Melting point
60° dec.
Storage & Sensitivity
Air Sensitive. Light Sensitive. Store under Nitrogen. Ambient temperatures.
Solubility
Soluble in benzene, toluene, terahydrofuran, ether, dimethyl formamide, hexamethylphosphoramide, N-methylpyrrolidinone. Insoluble in water.

Applications

Catalyst for isomerization and hydrosilyltion of unsaturated compounds. Co-catalyst for oligomerization/cyclooligomerization or polymerization of alkenes, Bis(1,5-cyclooctadiene)nickel(0) is used as a catalyst for the cycloaddition of 1,3-dienes and used to catalyze the addition of allyl phenyl sulfide to alkynes leading to 1,4-dienes. It is involved as a catalyst for asymmetric alpha-arylation and heteroarylation of ketones with chloroarenes, stereoselective borylative ketone-diene coupling, cycloaddition of benzamides with internal alkynes and methyl carboxylation of homopropargylic alcohols.

Notes

Air, light and moisture sensitive. Incompatible with strong oxidizing agents.

Literature References

Zhou, Q.; Srinivas, H. D.; Dasgupta, S; Watson, M. P. Nickel-Catalyzed Cross-Couplings of Benzylic Pivalates with Arylboroxines: Stereospecific Formation of Diarylalkanes and Triarylmethanes. J. Am. Chem. Soc. 2013, 135 (9), 3307-3310.

Magano, J.; Monfette, S. Development of an Air-Stable, Broadly Applicable Nickel Source for Nickel-Catalyzed Cross-Coupling. ACS Catal. 2015, 5 (5), 3120-3123.

Standley, E. A.; Smith, S. J.; Müller, P.; Jamison, T. F. A Broadly Applicable Strategy for Entry into Homogeneous Nickel(0) Catalysts from Air-Stable Nickel(II) Complexes. Organometallics. 2014, 33 (8), 2012-2018.

GHS Hazard and Precautionary Statements

Hazard Statements: H228-H317-H350

Flammable solid. May cause an allergic skin reaction. May cause cancer.

Precautionary Statements: P201-P202-P210-P240-P241-P261-P270-P272-P280-P302+P352-P308+P313-P333+P313-P363-P370+P378q-P501c

Obtain special instructions before use. Do not handle until all safety precautions have been read and understood. Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Avoid breathing dust/fume/gas/mist/vapours/spray. Do not eat, drink or smoke when using this product. Contaminated work clothing should not be allowed out of the workplace. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF exposed or concerned: Get medical advice/attention. If skin irritation or rash occurs: Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Hazard Class
4.1
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
No
RTECS
QR6135000

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