Three new model substrates of the chlorofluorocyclopropane type (I, II, and III) were submitted to silver ion-assisted ring opening. No rearrangement, but only fragmentation or direct solvolysis, occurred. In the latter case, primary rather than tertiary 2-fluoroallyl alcs. were formed almost exclusively. Nucleophilic attack at the unsubstituted terminus of the 2-fluoroallyl cation was apparently favored for steric reasons. [on SciFinder (R)]