Abstract: The O-isopropyl bond of isopropyl esters, carbamates, and carbonates has been effectively and selectively cleaved by treatment with AlCl3 in nitromethane at 0–50 C to give carboxylic acids, amines, and alcohols, respectively, in good to excellent yields. Key words: isopropoxycarbonyls, selective deprotection, aluminum chloride, nitromethane, carbocations