Number 9 - 23-3-2012 at 23:49
Just to clarify:
benzenecarbothialdehyde = benzaldehyde (where =O is replaced by =S)
But can I prepare this molecule by selective oxidation of benzyl mercaptan?
Any members who try to make one of this molecules or have access to the right articles?
Nicodem - 24-3-2012 at 05:21
See JACS, 110, 1976–1978 (DOI: 10.1021/ja00214a058) for its in situ synthesis and entrapment in the form of a Diels-Alder adduct.
The Lawesson's reagent is commonly used for the thionation of ketones. Other thiophosphorous reagents can sometimes be used instead and the
nucleophilic addition of H2S on the carbonyl group can also cause the thionation under certain conditions on certain carbonyl groups. But
unfortunatelly, aldehydes are not be so trivial due to the instability of thioaldehydes (thials) and/or non-isolability (see the JACS article).
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