Alkali metal loaded zeolite X was used to catalyze O-alkylation of phe
nol derivatives in the presence of excess methanol. The reactivity of
zeolite in the O-alkylation increased as the basicity of ion-exchanged
metals increased. The super base originated from cesium oxide particl
es in zeolite cavities was as equally active as the ion-exchanged cesi
um cation. Hence the reactivity of the Cs loaded zeolite was found to
be proportional to the total amount of cesium in zeolites. In addition
to mono and dialkylphenols, the phenol derivatives with hydroxy, amin
o, nitro and chloride group were also used as reactants to investigate
the effect of acidity of reactants on the reaction. The conversion in
creased as the acidity of hydroxy group of reactant increased. But the
strong acidity resulted in rapid deactivation of the catalyst. Except
for aminophenol the reaction products were the corresponding O-alkyla
ted products regardless of functional groups attached and for aminophe
nol, N-alkylated product was produced due to the strong acidity of the
amino group. The high selectivity to O-alkylation reaction over base
catalyst was not a function of the conversion and thought to have resu
lted from the suppression of the side reactions such as C-alkylation o
f phenol and anisole which occurred predominantly on the acidic sites.
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