In a previous paper (I), the condensation of styrene with a series of phenols and naphthols was described, and the constitution of the various a-phenylethyl derivatives thus obtained was discussed. It was deemed of interest to investigate the behavior of some substituted derivatives of styrene in similar arylalkylation reactions.Anethole (I), one of the most readily available derivatives, underwent a sulfuric acid-catalyzed condensation with phenol in an inert solvent such as toluene, to give a liquid (a-anisyl-n-propyl)phenol (II), probably a mixture of the C2H5 I I1 0-and p-isomers. The constitution of this reaction product was proved by the chromic acid oxidation of its methyl ether to a mixture of ketones, from which 2,4'-and 4,4'-dimethoxybenzophenone were isolated. Similar condensations with 0-, nz-, and p-cresol, and with a-naphthol, also yielded liquid (a-anisyl-npsopy1)cresols and a liquid (a-anisyl-n-propyl)naphthol, but with thymol, a solid substance wa6 obtained, apparently p-(a-anisyl-n-propyl)thymol (111). These compounds, CHt C& IIX IV and the viscous liquid diphenols they yielded on demethylation with pyridine hydrochloride, are of interest as intermediates in the preparation of plasticizing agents, halogenated germicides and fungicides, and synthetic resins. The alkali salts of aryloxyacetic acids such as p-(a-anisyl-n-propyl)thymoxyacetic acid (IV) give tensioactive aqueous solutions which might be useful as wetting agents. Cinnamic acid, another readily available derivative of styrene, was then invest,igated. Its condensation with phenol was first described by Liebermann and Hartmaim (2), who used sulfuric acid in acetic acid solution as the condensation catalyst, and obtained 3,4-dihydro-4-phenylcoumarin; this reaction was subsequently applied by von Auwers to @-naphthol (3) for the preparation of 3,4-dihydro-4-phenyl-5,6-benzocoumarin. We have extended this condensation to a 1122