Collect. Czech. Chem. Commun. 1982, 47, 594-602

Kinetics of the anionic coordination dimerization of isoprene

Jan Bartoňa, Miroslav Kašparb and Vlastimil Růžičkaa

a Department of Organic Technology, Prague Institute of Chemical Technology, 166 28 Prague 6
b Institute of Macromolecular Chemistry, Czechoslovak Academy of Sciences, 162 06 Prague 6


The kinetics of the anionic coordination dimerization of isoprene (i.e., 2-methyl-1,3-butadiene) to β-myrcene (i.e., 7-methyl-3-methylene-1,6-octadiene) was investigated. The reaction was initiated with sodium in the presence of dicyclohexyl amine in tetrahydrofuran. Kinetic measurements showed that ionic pairs of isoprenyl sodium were additionally solvated by two molecules of tetrahydrofuran. A kinetic model of the reaction enabled the time dependence of the isoprene concentration to be expressed in terms of a two-parameter equation.