This document summarizes various reactions of cycloalkanes. Smaller cycloalkane rings (3-4 members) can be opened by hydrogen iodide or catalytic reduction. Larger rings can be opened through oxidation of cyclic alcohols, ketones, or cycloolefins formed by oxidizing the cycloalkane. Certain derivatives of cycloalkanes can undergo rearrangement through reactions, changing the ring size. Cycloolefins react with lead tetraacetate through acetoxylation of the double bond, usually forming cis and trans products. Cyclohexane similarly forms cis and trans cyclohexane diol. Cycloalkanes undergo free radical substitution and reaction with HBr, HI, nickel