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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Silver-induced coupling of methyl 4-Bromobut-2-enoate

EW Della and M Kendall

Australian Journal of Chemistry 22(11) 2351 - 2357
Published: 1969

Abstract

The reaction of methyl 4-bromobut-2-enoate and silver has been reinvestigated and the coupled product shown to consist of dimethyl octa-trans-2,trans-6-dienedioate (45%), dimethyl 5-vinylhex-trans-2- enedioate (53%), and dimethyl 2,3-dimethylsuccinate (2%). The second constituent is found to undergo isomerization during hydrolysis. None of the isomeric cis-dienes were detected in the coupled product. Coupling does not appear to proceed via free radicals.

https://doi.org/10.1071/CH9692351

© CSIRO 1969

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