Benzene → Dicyclopentadiene
Reaction equation
[CH:1]1[CH2:5][CH:4]=[CH:3][CH:2]=1.[CH:6]1[CH:11]=[CH:10][CH:9]=[CH:8]C=1>>[CH2:2]1[CH:1]2[CH:8]3[CH:9]=[CH:10][CH:11]([CH:5]2[CH:4]=[CH:3]1)[CH2:6]3.[CH2:3]=[CH:4][C:5](=[CH2:1])[CH3:6].[CH:5]1[CH2:4][CH:3]=[CH:2][CH:1]=1.[CH:5]1[CH2:4][CH:3]=[CH:2][CH:1]=1Participants
Conditions
- Temperature
- 150 °C
Procedure
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:
Sources & evidence
- ORD record
- ord-ac7bd179e0cb4e71ac7f39680c453006
- Source dataset
- uspto-grants-1991_03
- Patent number
- US04997586
Reaction notes
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