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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 358544Generated: October 30, 2026

Benzene → Dicyclopentadiene

https://huagongshe.com/reaction/358544

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantCyclopentadieneHCID 7612—
ProductDicyclopentadieneHCID 649272.1%
ProductCyclopentadieneHCID 76122.5%
ProductHCID 22568287HCID 225682874.8%

Reaction Conditions

Temperature150 °C

Reaction Steps

A C5 -fraction obtained from naphtha cracking was heated at 150° C. for 3 hours to convert cyclopentadiene contained therein to dicyclopentadiene, and crude dicyclopentadiene comprising 20.1% of pentanes and pentenes, 0.5% of benzene, 72.1% of dicyclopentadiene, 4.8% of isoprene-cyclopentadiene co-dimer and 2.5% of cyclopentadiene oligomer was obtained. A metallic autoclave was then charged with 100 parts by weight (1710 g) of the crude dicyclopentadiene and 4 parts by weight of tablet-like palladium hydrogenating catalyst (C31-1A: Toyo C.C.I. K. K.), and hydrogenation was carried out at a reaction temperature of 50° C. under a hydrogen pressure of 10 kg/cm2 for 12 hours while stirring. After filtering off the catalyst and distillation, 90 parts by weight of tricyclo[5.2.1.02,6 ]deca-3-ene (9,10-dihydrodicyclopentadiene) fraction were obtained. Gas chromatography showed that the composition thereof was as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04997586
Source datasetuspto-grants-1991_03
ORD IDord-ac7bd179e0cb4e71ac7f39680c453006
Source noteuspto-grants-1991_03