2,5-Dithiacyclopentylideneketene and ethenedithione, S=C=C=S, generated by flash vacuum pyrolysis

DOI: 10.1021/ja00008a048

Source and publish data:

Journal of the American Chemical Society p. 3130 - 3135 (1991)

Update date:2022-08-06

Topics:

Authors:

Wentrup, Curt

Kambouris, Peter

Evans, Richard A.

Owen, David

Macfarlane, Graham

Chuche, Josselin

Pommelet, Jean Claude

Cheikh, Abdelhamid Ben

Plisnier, Michel

Flammang, Robert

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Article abstract of DOI:10.1021/ja00008a048

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.

Full text of DOI:10.1021/ja00008a048

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