Controlled Light-Induced Release of Volatile Aldehydes and Ketones by Photofragmentation of 2-Oxo-(2-phenyl)acetates

Abstract

The light-induced controlled release of fragrances from photolabile 2-oxo-(2-phenyl)acetates via Norrish Type II photofragmentation was evaluated by irradiation of the precursors in different solvents and on cotton in a typical fabric softener application. The desired photooxidation was found to work efficiently in water-based systems, and it tolerates the presence of oxygen. The formation of a certain amount of alcohol besides the desired aldehyde or ketone was attributed to further reaction of the photochemically released carbonyl compound, rather than to ester hydrolysis in an aqueous environment.