
%0 Journal Article
%A Beckwith, ALJ 
%A See, LB 
%T Thiyl radicals. III. Some reactions of anthracene, 1,2-benzanthracene, and 3,4-benzopyrene with thiols and oxygen
%J Australian Journal of Chemistry
%D 1964/01/01
%V 17
%N 1
%P 109-118
%K 
%R https://doi.org/10.1071/CH9640109
%U https://www.publish.csiro.au/paper/CH9640109 
%X Anthracene, 3-mercaptopropionic acid, and oxygen interact in benzene at room temperature yielding 3-(9-anthry1thio)propionic acid (IV), from which anthracene is regenerated by alkaline hydrolysis in the presence of zinc powder. S-(9-anthryl)-N-acetyl-L-cysteine (VI) was similarly formed from anthracene, oxygen, and N-acetyl-L-cysteine, but experiments using L-cysteine were unsuccessful. Although 1-butanethiol and methyl mercaptoacetate each react readily with anthracene and oxygen, pure products could not be isolated.   Thioacetic acid and oxygen react with l,2-benzanthracene yielding 10-acetylthio-l,2-benzanthracene (IX) and 9,10-di(acetylthio)-9,10-dihydro-1,2-benzanthracene (X). 3,4-Benzopyrene, when similarly treated, affords 5-acetyl-thio-3,4-benzopyrene (XI) but phenanthrene, pyrene, perylene, and 1,2:5,6-dibenzanthracene remain unaffected.   The theoretical and biochemical implications of these results are discussed. 
