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1H and 13C NMR spectra of new 2-thiabicyclo[3.2.0]hept-3-enes

✍ Scribed by G. A. Kalabin; B. A. Trofimov

Publisher: John Wiley and Sons
Year: 1978
Tongue: English
Weight: 358 KB
Volume: 11
Category: Article
ISSN: 0749-1581
DOI: 10.1002/mrc.1270110902

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✦ Synopsis

Three new compounds, one with the mo~ecular formula c6&s and hvo COmspOnding to GHloS have been isolated together with the main product, divinyl sulphide, from the reaction products of acetylene with sodium sulphide. Structure determination through 'H and 13C NMR with selective "C4'H) decoupling, showed c6-s to be a new heterocyclic compound, 2-thiabicyclo[3.2.O]hept-3-ene, and the two C,H,,S compounds its exo-and endo-6-methyl derivatives. Since the spectral parameters of these heterocycles were not known, all possible structures corresponding to the molecular formulae were considered.

'H spectra. T M S was also used as internal reference for both the 'H and 13C shifts. The spectra were recorded in the CW frequency sweep mode at about 25 "C. The compounds (neat liquids) (isolated from the reaction products of acetylene with aqueous sodium sulphide) were purified by preparative chromatography; some physical properties are given in Table 1.

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