
%0 Journal Article
%A Hewgill, FR 
%A Mullings, LR 
%T Nucleophilic substitution of Bromo-p-benzoquinones by dimethylamine
%J Australian Journal of Chemistry
%D 1975/11/01
%V 28
%N 11
%P 2561-2566
%K 
%R https://doi.org/10.1071/CH9752561
%U https://www.publish.csiro.au/paper/CH9752561 
%X Product analysis shows that dimethylamine, like methoxide anion, substitutes bromo-p-benzo-quinones by an addition-elimination process, resulting in isomeric dimethylaminoquinones. Bromo- dimethylaminoquinones were also formed, due to incomplete elimination of hydrogen bromide. In contrast to the substitution by methoxide the product distribution is largely unaffected by changing to a dipolar aprotic solvent.     The e.s.r. spectra of 2-t-butyl-5-(N,N-dimethylamino)-1,4-benzosemiquinone and two related semiquinones have been analysed. 
