Abstract
AbstractThe nitroxide free radical trapping technique in connection with HPLC and electrospray ionization mass spectrometry has been employed to study reactions of tert‐butoxy radicals with methyl α‐(2‐methyl‐2‐carbomethoxypropyl)acrylate (methyl methacrylate dimer (MMAD)) and methyl α‐(2,2,2‐tris(carbomethoxy)ethyl)acrylate (M(TM)EA). It has been shown that the adduct radical derived from MMAD undergoes β‐fragmentation and expels the 2‐carbomethoxy‐2‐propyl radical. No fragmentation was detected in the case of M(TM)EA. Rate coefficients of trapping and β‐fragmentation of the tert‐butoxy radical in the literature have enabled estimations of absolute rate coefficients for additions of the tert‐butoxy radical and the methyl radical to monomer, hydrogen abstraction from monomer by the tert‐butoxy radical, and β‐fragmentation of the adduct radical (MMAD only). The reactions of tert‐butoxy radicals with M(TM)EA are slower than with MMAD due to the steric hindrance of the α‐substituent. Copyright © 2003 Society of Chemical Industry
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