Kinetics of Diels–Alder reactions between 1,3-cyclopentadiene and isoprene

被引:0
作者
Jiri Krupka
机构
[1] University of Chemistry and Technology,Department of Organic Technology, Faculty of Chemical Technology
来源
Reaction Kinetics, Mechanisms and Catalysis | 2015年 / 116卷
关键词
Kinetics; Diels–Alder reactions; Cope rearrangement; Codimerization; Activation energy; Cyclopentadiene; Isoprene;
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摘要
The work deals with a detailed study of the kinetics of the cycloaddition reactions between isoprene and cyclopentadiene. The laboratory experiments were carried out in a batch reactor in a cyclohexane solution at different temperatures. Measured concentrations of the reactants and 1:1 Diels–Alder adducts were fitted to the kinetic model. Kinetic parameters for formation of 5 individual isomeric codimers of cyclopentadiene and isoprene were determined. Kinetic measurements gave evidence that 5-methyl-cis-3a,4,7,7a-tetrahydro-1H-indene is formed by two reaction routes: (i) by the Diels–Alder reaction of cyclopentadiene with isoprene in which cyclopentadiene acts as a dienophile, and (ii) by the Cope rearrangement from endo-5-isopropenyl-2-norbornene, the dominant codimer. It depends on the reaction conditions which of them prevails.
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页码:315 / 326
页数:11
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