81913-51-1Relevant articles and documents
Unexpected Products from the Reaction of tert-Butoxyl Radicals with Acetylenes in the Presence of an Aminoxyl Radical Scavenger
Bottle, Steven,Busfield, W. Ken,Jenkins, Ian D.,Skelton, Brian W.,White, Allan H.,et al.
, p. 1001 - 1007 (2007/10/02)
The radical trapping technique employing 1,1,3,3-tetramethyl-2,3-dihydro-1H-isoindol-2-yloxyl (1) as a scavenger has been used to study the reaction of tert-butoxyl radicals with phenylacetylene, methyl acetylenecarboxylate and dimethyl acetylenedicarboxylate.With phenylacetylene, an aromatic ketone (5) was formed in which both the tert-butoxy group and the radical trap were bound to the same carbon, whereas the acetylenecarboxylates gave vinylamine and vinyloxyamine products.The mechanism of formation of these unexpected products is discussed.Acetylene and diphenylacetylene did not appear to react with tert-butoxyl radicals.
Solvent Effects on the Reaction of t-Butoxy Radicals with Methyl Methacrylate
Grant, Richard D.,Griffiths, Peter G.,Moad, Graeme,Rizzardo, Ezio,Solomon, David H.
, p. 2447 - 2454 (2007/10/02)
Examination of the title reaction in a range of solvents shows that the ratio of hydrogen abstraction to t-butoxy radical addition increases with increasing solvent polarity.In several cases there is a competition between solvent and methyl methacrylate for reaction with t-butoxy radicals.The implications of these findings for polymer structure are discussed.
