This study analyzes the reactivity and selectivity of Friedel-Crafts alkylations using benzylic alcohols and phenols in the presence of a Lewis acid, to synthesize methoxylated bisphenols as a benign alternative to BPA. The degree of methoxylation on the electrophile appears to affect the yield of the reaction while the degree of methoxylation on the nucleophile appears to affect the selectivity. A more methoxylated electrophile results in a lower yield whereas a more methoxylated nucleophile results in a change in ratio between the bisphenol isomers and/or causes other isomers to form. Neither the yield nor the selectivity appears to be affected significantly by the temperature.