Abstract
The deactivation of an alumina catalyst during double-bond isomerization of 2,3-dimethyl-1-butene has been studied. An “oxygen-containing” surface compound has been suggested as being responsible for the deactivation. The hydrogen transfer during the isomerization changes from predominantly intramolecular to intermolecular during the deactivation. A simple two-site model is proposed to explain the observed phenomena and a cyclic allylic carbanion-like species is suggested as an intermediate for the intermolecular double-bond isomerization at final stable activity. Kinetic isotope effects clearly show that the allylic CH (or CD) bond cleavage must be involved in the rate-determining step.
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