50306-18-8Relevant academic research and scientific papers
Synthesis of deuterated volatile lipid degradation products to be used as internal standards in isotope dilution assays. 2. Vinyl ketones
Lin, Jianming,Welti, Dieter H.,Arce Vera, Francia,Fay, Laurent B.,Blank, Imre
, p. 2822 - 2829 (1999)
The isotopically labeled compounds [5,6-2H2]-(Z)-1,5-octadien-3-one (d-I) and [1-2H(1;2),2-2H(1;1)]-1-octen-3-one (d-II), as well as the unlabeled reference compound (Z)-1,5-octadien-3-one (I) were prepared by improved synthesis procedures. Labeling position, chemical purity, and isotopic distribution of the compounds were characterized by various MS and NMR techniques. These molecules are used as internal standards in quantification experiments based on isotope dilution assay. The newly prepared compound d-II was synthesized in a simple two-step procedure, and formation of the main isotopomers was studied in model systems.
Volatile composition of oyster leaf (Mertensia maritima (L.) Gray)
Delort, Estelle,Jaquier, Alain,Chapuis, Christian,Rubin, Mark,Starkenmann, Christian
, p. 11681 - 11690 (2013/02/23)
Oyster leaf (Mertensia maritima), also called vegetarian oyster, has a surprising oyster-like aroma. Its volatile composition was investigated here for the first time. In total, 109 compounds were identified by gas chromatography-mass spectrometry (GC-MS) and quantified by GC-FID. The use of GC-olfactometry on both polar and nonpolar columns allowed the detection of the molecules having an oyster-like, marine odor. Four compounds were identified and confirmed by synthesis: (Z)-3-nonenal, (Z)-1,5-octadien-3-ol, (Z,Z)-3,6-nonadienal, and (Z)-1,5-octadien-3-one. After evaluation of freshly prepared reference samples, these compounds were confirmed to be reminiscent of the oyster-like marine notes perceived in the tasting of cut leaves.
Characterization of the aroma-active compounds in pink guava (Psidium guajava, L.) by application of the aroma extract dilution analysis
Steinhaus, Martin,Sinuco, Diana,Polster, Johannes,Osorio, Coralia,Schieberle, Peter
experimental part, p. 4120 - 4127 (2010/03/31)
The volatiles present in fresh, pink-fleshed Colombian guavas (Psidium guajava, L.), variety regional rojo, were carefully isolated by solvent extraction followed by solvent-assisted flavor evaporation, and the aroma-active areas in the gas chromatogram were screened by application of the aroma extract dilution analysis. The results of the identification experiments in combination with the FD factors revealed 4-methoxy-2,5-dimethyl-3(2H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, 3-sulfanylhexyl acetate, and 3-sulfanyl-1-hexanol followed by 3-hydroxy-4,5-dimethyl-2(5H)-furanone, (Z)-3-hexenal, trans-4,5-epoxy-(E)-2-decenal, cinnamyl alcohol, ethyl butanoate, hexanal, methional, and cinnamyl acetate as important aroma contributors. Enantioselective gas chromatography revealed an enantiomeric distribution close to the racemate in 3-sulfanylhexyl acetate as well as in 3-sulfanyl-1-hexanol. In addition, two fruity smelling diastereomeric methyl 2-hydroxy-3- methylpentanoates were identified as the (R,S)- and the (S,S)-isomers, whereas the (S,R)- and (R,R)-isomers were absent. Seven odorants were identified for the first time in guavas, among them 3-sulfanylhexyl acetate, 3-sulfanyl-1-hexanol, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, frans-4,5-epoxy-(E)-2-decenal, and methional were the most odor-active.
Titanocene Induced Regioselective Deoxygenation of 2,3-Epoxy Alcohols: a New Reaction for the Synthesis of Allylic Alcohols
Yadav, J. S.,Shekharam, T.,Gadgil, V. R.
, p. 843 - 844 (2007/10/02)
A new titanium(III) mediated reduction of 2,3-epoxy alcohols to alk-1-en-3-ols is described.
