The reaction of benzyl alcohol and dibenzyl ether on several zeolites
was studied in the temperature range 300-500-degrees-C. The major prod
ucts were benzaldehyde and toluene due to disproportionation, anthrace
ne due to intermolecular alkylation followed by cyclodehydration, benz
yltoluenes due to alkylation followed by hydrogenolysis, and stilbene.
The alkylation course was strongly influenced by shape selectivity wi
th the large pore zeolites mainly yielding anthracene and the medium p
ore zeolites benzyltoluene. The formation of stilbene was a new observ
ation which has a bearing on the mechanism of the methanol-to-hydrocar
bon reactions.