Oxetane and azetidine exhibit significantly lower reactivity compared to their three-membered counterparts, yet they still undergo analogous ring-opening reactions.
Concentrated hydrochloric acid causes azetidine to open when heated.
Nucleophiles readily react with azetidinium ions.
An azetidine's reaction with a chloroformate can yield either the dealkylated heterocycle or the ring-opened product (γ-chloroamine).