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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
Author(s) -
Pepe C.,
Balcar N.,
Dizabo P.,
Dagaut J.,
Saliot A.,
Couffignal R.,
Sayer H.
Publication year - 1995
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1290091522
Subject(s) - chemistry , dimethyl disulfide , double bond , thioether , disulfide bond , derivative (finance) , stereochemistry , fragmentation (computing) , methylene , lactone , cleavage (geology) , medicinal chemistry , organic chemistry , sulfur , biochemistry , computer science , financial economics , economics , operating system , geotechnical engineering , fracture (geology) , engineering
The 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.