Fragmentation behaviour of alkylated thiophene-1,1-dioxides,

✍ Scribed by H. Budzikiewicz; D. Lange

• Publisher: John Wiley and Sons
• Year: 1992
• Tongue: English
• Weight: 354 KB
• Volume: 27
• Category: Article
• ISSN: 1076-5174
• DOI: 10.1002/oms.1210270421

✦ Synopsis

It is shown that thiophene-1,l-dioxides carrying an alkyl chain in the 2-and +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 (I M --CnHIn-, 1 '). By deuterium labelling it is shown that the migrating hydrogens come very specitically from the 7-and &positions. Since alkylated thiophenes are important geological markers, a ready differentiation of the two types by gas chromatogaphy/mass spectrometry is possible in this way.