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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 854596Generated: October 27, 2026

Toluene → Ethylene 5-norbornen-2-ol

https://huagongshe.com/reaction/854596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantEthyleneHCID 6325—
ReactantBicyclo(2.2.1)hept-5-en-2-olHCID 96066—
CatalystBis(1,5-cyclooctadiene)nickelHCID 6433264—
SolventAcetoneHCID 180—
ProductEthylene 5-norbornen-2-olHCID 86594155267.8%

Reaction Conditions

Temperature20 °C

Reaction Steps

A glass reactor was loaded inside a glove box with L(iPr2)Ni(ηl-CH2Ph)(PMe3) (about 20 μmol; 2.00 g of 8.77 mM solution in toluene), Ni(COD)2 (about 50 μmol; 2.50 g of 17.6 mM solution in toluene), 5-norbornen-2-ol (about 4.49 mmol; 3.00 g of 1.30 M solution in toluene) and toluene (about 18.45 g) such that the total volume of the toluene solution was about 30 mL. The glass reactor was sealed inside the glove box and was attached to a vacuum/nitrogen line manifold. Ethylene was fed continuously into the reactor at about 100 psi and the pressurized reaction mixture was stirred at about 20° C. Ethylene was vented after about 120 minutes and acetone was added to quench the polymerization. The precipitated polymer was collected by filtration and dried under high vacuum overnight. The reaction produced about 0.831 g of ethylene/5-norbornen-2-ol co-polymer. The activity of the catalyst with respect to ethylene consumption was about 20 kg mol−1 h−1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259214B2
Source datasetuspto-grants-2007_08
ORD IDord-a12dc7a63ee5473294c8fa8b961bf1f9
Source noteuspto-grants-2007_08