This research is concerned with determining whether the previously reported synthesis of tropolone by the solvolysis of the dichloroketene-cyclopentadiene adduct in sodium acetate and acetic acid could be used to prepare 2-alkyltropones from the adducts of alkylhaloketenes and cyclopentadiene. The information obtained from these rearrangements could be useful in determining the mechanism of the ring expansion of halogenated ketene-cyclopentadiene adducts to tropone derivatives.