299439-86-4

Upstream product

• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 106-24-1 Geraniol 
• 15206-55-0 methyl 2-oxo-2-phenylacetate 

Downstream Products

• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 

Relevant academic research and scientific papers

Controlled release of perfumery aldehydes and ketones by Norrish type-II photofragmentation of α-keto esters in undegassed solution

Alkyl or aryl α-keto esters of primary or secondary alcohols decompose upon irradiation at 350-370 nm from the intermediate triplet state into aldehydes or ketones in polar, as well as apolar solvents. The use of these keto esters as delivery systems for the controlled release of perfumery aldehydes and ketones was investigated by photoirradiation in the presence of oxygen with a Xe or UV lamp, as well as outdoor sunlight. Systematic GC/MS analysis of the irradiated solutions showed that, under these conditions, the desired Norrish type-II fragmentation of the ester side chain is the predominant reaction pathway in most of the cases. γ-H Abstraction from the alkyl side chain of alkyl keto esters, as well as an intramolecular Paterno- Buchi reaction or epoxidation of the alkene function in different citronellyl α-keto esters were identified as the most important side reactions. Some of the experimental findings have been rationalized on the basis of ab initio and density-functional calculations. (Cyclohexyl)oxoacetates and oxo(phenyl)acetates were found to be the most suitable precursors for the desired perfumery applications.

PRO-PERFUME COMPOSITIONS

The present invention relates to a perfuming composition comprising at least two properfume compounds selected from the group consisting of a pro-perfume compound releasing a perfume compound upon exposure to light, a pro-perfume compound releasing a perf

Microcapsules and uses thereof

The present invention relates to core-shell microcapsules comprising photolabile 2-oxoacetate pro-fragrance molecules capable of liberating an active molecule such as, for example, an aldehyde or ketone upon exposure to light. The present invention concerns also the use of said microcapsules in perfumery as well as the perfuming compositions or perfumed articles comprising the invention's microcapsules to provide a prolonged release of fragrant aldehydes and/or ketones.

Controlled light-induced release of volatile aldehydes and ketones by photofragmentation of 2-oxo-(2-phenyl)acetates

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. Schweizerische Chemische Gesellschaft.