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Elimination reactions of stilbene dibromides. Dehydrobromination by acetate, cyanide or chloride ions in dimethylformamide
Journal article   Peer reviewed

Elimination reactions of stilbene dibromides. Dehydrobromination by acetate, cyanide or chloride ions in dimethylformamide

J. Avraamides and A.J. Parker
Australian Journal of Chemistry, Vol.36(9), pp.1705-1717
1983
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Abstract

Rates of dehydrobromination of a series of 4-nitro-and methoxystilbene dibromides by means of acetate, cyanide or chloride ions in dimethylformamide have been measured. A product analysis was performed which indicated a strong preference for anti elimination. Probable transition state structures utilized by each of the three nucleophiles are described. Attack by the base may be at either β-hydrogen (E2H) or Cα (E2C). The slowest reaction is with chloride ion, which also gives the highest anti/syn elimination product ratio.

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Citation topics
2 Chemistry
2.1 Synthesis
2.1.824 Solvolysis
Web Of Science research areas
Chemistry, Multidisciplinary
ESI research areas
Chemistry
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