Determination of positions of double bonds in di‐unsaturated esters and a di‐substituted γ lactone by means of GC/MS of dimethyl disulfide derivatives

Abstract

AbstractThe determination of the positions of double bonds after dimethyl disulfide (DMDS) addition is presented for linear or branched di‐unsaturated esters and a di‐substituted γ lactone. Different DMDS derivatives are studied according to the number, n, of methylene groups separating the double bonds. For n=0, a mono derivative is obtained following treatment with DMDS; for n = 1, 2 or 3, a cyclic thioether is synthesized. For n=0, only one double bond is located after a classical cleavage. For n = 1, 2 and 3, a systematic fragmentation pathway is observed allowing the determination of the positions of the double bonds and the molecular structures of the compounds.