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2010 Archive
2010 2011 2012 2013 2014 2015 2016 2017 2018 2019 2020
Author(s): Madeleine Cannamela , Rich Thomas , Codi Fitzgerald
Presentation: poster
Benzylic hydrogen atom abstraction reactions under photolytic conditions with diethyl bromomalonate have the possibility of bromine atom and diethyl malonyl radical competing as the chain carrying species. Differences in the Hammett rho values for photo-initiated hydrogen atom abstraction reactions with diethyl bromomalonate and similar reactions induced by ceric ammonium nitrate with diethyl malonate support this hypothesis. The relative rates of hydrogen atom abstraction from meta- and para-substituted toluenes under photolytic conditions with diethyl bromomalonate were determined in the presence of potassium carbonate. These conditions effectively remove bromine atom participation. The Hammett rho value determined under these conditions will be compared to previous work to further elucidate the degree of bromine atom participation. All reactions were carried out under oxygen free conditions at 70 C.
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