
%0 Journal Article
%A Pinhey, JT 
%A Rizzardo, E 
%A Smith, GC 
%T The photochemistry of 3&#946;-Acetoxy-6-nitrocholest-5-ene and 6-Nitrocholest-5-ene. The mechanism of photodeconjugation of &#945;,&#946;-unsaturated nitro compounds
%J Australian Journal of Chemistry
%D 1978/01/01
%V 31
%N 1
%P 97-112
%K 
%R https://doi.org/10.1071/CH9780097
%U https://www.publish.csiro.au/paper/CH9780097 
%X The photochemistry of 3&#946;-acetoxy-6-nitrocholest-5-ene (1) and 6- nitrocholest-5-ene (11) has been investigated in a number of solvents. It is suggested that for both compounds the major primary photo-product is the corresponding aci-nitro tautomer, which then undergoes further reactions depending mainly on the conditions employed. The aci-nitro compounds are believed to be formed by a 1,5-hydrogen shift from C4 to oxygen, and their intermediacy is supported by the formation of a mixture of 6&#945;-deutero-6&#946;-nitrocholest-4-ene and 6&#946;-deutero-6&#945;- nitrocholest-4-ene on irradiation of 6-nitrocholest-5-ene in Me3COD.    Several other reactions of 3&#946;-acetoxy-6-nitrocholest-5-ene and 6- nitrocholest-5-ene are described. 
