Formation of thiophenethiols by flash vacuum pyrolysis of 1,6,6aλ4-trithiapentalenes

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Robert Flammang, Monique Barbieux-Flammang, Pascal Gerbaux and Carl Th. Pedersen


Abstract

The thermal behaviour of 1,6,6aλ4-trithiapentalene 3 and some methyl-substituted derivatives 5–7 has been investigated using a combination of flash vacuum pyrolysis (FVP), tandem mass spectrometry (MS–MS) and matrix isolation IR spectroscopy. The main products of the fragmentation (losses of CS and/or CH2[double bond, length as m-dash]C[double bond, length as m-dash]S) are shown to be thiophene-3-thiones (or the thiol tautomers) which are also shown to be readily available by direct sulfuration of thiophenes in chemical ionization (CS2 reagent gas) conditions.


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