
Journal of the American Chemical Society p. 3130 - 3135 (1991)
Update date:2022-08-06
Topics:
Wentrup, Curt
Kambouris, Peter
Evans, Richard A.
Owen, David
Macfarlane, Graham
Chuche, Josselin
Pommelet, Jean Claude
Cheikh, Abdelhamid Ben
Plisnier, Michel
Flammang, Robert
2,5-Dithiacyclopentylideneketene (4) is obtained by flash vacuum pyrolysis (FVP) of the Meldrum's acid derivative 1 and characterized by MS, IR, and NMR spectroscopy. 4 is stable in solution at -50 °C. FVP of 4 as well as the isoxazolone derivatives 2 and 3 results in efficient cleavage into ethylene and ethenedithione, S=C=C=S, which is remarkably stable in the gas phase at high temperature, low pressure, and short contact times but extremely unstable in the condensed state or at higher pressures.
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