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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028326Generated: November 1, 2026

Toluene → 5,6-Dihydrodicyclopentadiene Ethylene

https://huagongshe.com/reaction/1028326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantEthyleneHCID 6325—
ReactantDihydrodicyclopentadieneHCID 95605—
ReactantTriisobutylaluminumHCID 16682931—
SolventMethanolHCID 887—
Product5,6-Dihydrodicyclopentadiene EthyleneHCID 131731423—

Reaction Conditions

Temperature70 °C

Reaction Steps

5,6-dihydrodicyclopentadiene (5.37 g, 40 mmol) and magnetic bars were added into a polymerization reactor in a nitrogen atmosphere, after which toluene was added thereto so as to obtain a total amount of 28 ml. This polymerization reactor was heated to 70° C. with stirring. A compound (0.7 mg, 2 μmol) represented by Formula 6, [Ph3C]+[B(C6F5)4]− (7.4 mg, 8.0 μmol), and triisobutylaluminum (160 mg, 800 μmol) were mixed with 2.0 ml of toluene in a dry box, after which the resulting mixture was added into the reactor using a syringe while being stirred at 70° C., and also ethylene gas was fed therein at a pressure of 60 psig. After 3 min, the ethylene pressure was released, and the reactor was opened and thus the reaction solution was introduced into a vessel containing 30 ml of methanol and thus the reaction product precipitated. Filtration was performed, thus obtaining a precipitate. The precipitate was decompressed to a vacuum at 100° C., so that the remaining solvent was removed therefrom, thereby obtaining 1.8 g of a polymer material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735521B2
Source datasetuspto-grants-2014_05
ORD IDord-653d1396bdf14b3285532aa112eee761
Source noteuspto-grants-2014_05