
%0 Journal Article
%A Shoppee, CW 
%A Wu, WY 
%T Photooxidation of Tetrabromofuran in Benzene
%J Australian Journal of Chemistry
%D 1987/06/01
%V 40
%N 6
%P 1137-1144
%K 
%R https://doi.org/10.1071/CH9871137
%U https://www.publish.csiro.au/paper/CH9871137 
%X Photooxidation  in the solid state of tetrabromofuran (1) gave the tetrabromo -&#947;-lactone (2) (30%), but in benzene solution gave dibromomaleic anhydride (3) (85%). Possible radical chain mechanisms for the transformations (1) &#8594; (2) and (1) &#8594; (3) are suggested. A molecular orbital discussion attempts to explain how an initial &#960;-&#960;* transition of a C=C bond in (1) leads to a &#963; C-Br bond fission. Use of e.p.r . to detect radicals in the transformations (1) &#8594; (2) and (1) &#8594; (3) failed. 
