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Fragmentation behaviour of alkylated thiophene‐1,1‐dioxides ,
Author(s) -
Budzikiewicz H.,
Lange D.
Publication year - 1992
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210270421
Subject(s) - fragmentation (computing) , alkylation , thiophene , cleavage (geology) , deuterium , chemistry , alkyl , mass spectrometry , hydrogen , side chain , electron ionization , stereochemistry , organic chemistry , polymer , catalysis , chromatography , materials science , ion , nuclear physics , physics , ionization , fracture (geology) , computer science , composite material , operating system
It is shown that thiophene‐1,1‐dioxides carrying an alkyl chain in the 2‐ and 3‐positions can be readily distinguished by the characteristic fragmentation mode of the latter, viz. benzylic cleavage of the side‐chain with back‐transfer of two hydrogen atoms ([M ˙C n H 2 n −1 ] + ). By deuterium labelling it is shown that the migrating hydrogens come very specifically from the γ‐ and δ‐positions. Since alkylated thiophenes are important geological markers, a ready differentiation of the two types by gas chromatography/mass spectrometry is possible in this way.