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Formation of radical zwitterions from methoxylated benzoic acids. 2. OH adducts as precursors

Journal Article · · J. Phys. Chem.; (United States)
DOI:https://doi.org/10.1021/j100516a008· OSTI ID:7315006

Using spectrophotometric and conductometric pulse radiolysis and in situ electron spin resonance techniques it was found that OH adducts, formed from mono-, di-, and trimethoxylated benzoic acids by attachment of OH to nonsubstituted ring positions, react with H/sup +/ (k = 10/sup 8/ - 10/sup 9/ M/sup -1/ s/sup -1/) to yield radical zwitterions via elimination of H/sub 2/O from the protonated OH adduct. With OH adducts from 2,4- and 2,6-dimethoxybenzoic acid and 2,4,5- and 2,4,6-trimethoxybenzoic acid radical zwitterions are additionally produced by a pH independent process involving elimination of OH/sup -/ (k approximately equal to 4 x 10/sup 4/ s/sup -1/). The radical zwitterions react with H adducts with rate constants of (8 to 40) x 10/sup 8/ M/sup -1/ s/sup -1/.

Research Organization:
Institut fuer Strahlenchemie, Muelheim/Ruhr, Ger.
OSTI ID:
7315006
Journal Information:
J. Phys. Chem.; (United States), Journal Name: J. Phys. Chem.; (United States) Vol. 81:1; ISSN JPCHA
Country of Publication:
United States
Language:
English