Enantiomer distribution of major chiral volatile organic compounds in botrytized grapes and wines was written by Machynakova, Andrea;Khvalbota, Liudmyla;Spanik, Ivan. And the article was included in European Food Research and Technology in 2021.Reference of 706-14-9 This article mentions the following:
In this study, volatile organic compounds in healthy and botrytized grape berries, as well as highly botrytized wines (Tokaj selection essences) were characterized by solid phase microextraction followed by gas chromatog. connected to mass spectrometry anal. In total, more than 95 compounds were detected in uninfected grape berries, while botrytization significantly increased number of VOC in given grape variety. The number of detected compounds in Hungarian Tokaj selection essence (206) was doubled compare to Slovak ones. The identified compounds belong to various chem. classes such as higher alcs. followed by carbonyls, furans and terpenoids in grapes and esters of carboxylic acids as well alc. in botrytized wines. Seven chiral compounds (α-terpineol, hotrienol, limonene, di-Et malate, 2,3-butanediol and whiskey lactones) were selected for further chiral separation Botrytization influenced enantiomer ratio of studied terpenes in grapes of all varieties. The enantiomer distribution of α-terpineol was influenced by used wine processing technol. In the experiment, the researchers used many compounds, for example, 5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9Reference of 706-14-9).
5-Hexyldihydrofuran-2(3H)-one (cas: 706-14-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Reference of 706-14-9
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics