Formation of radical zwitterions from methoxylated benzoic acids. 1. One electron oxidation by Tl/sup 2 +/, Ag/sup 2 +/, and SO/sub 4//sup -/
In aqueous solution 2-, 3-, and 4-methoxybenzoic acid; 2,3-, 2,4-, 2,6-, 3,4-, and 3,5-dimethoxybenzoic acid; and 2,3,4-, 2,4,5-, 2,4,6-, and 3,4,5-trimethoxybenzoic acid react with Tl/sup 2 +/, Ag/sup 2 +/, and SO/sub 4//sup -/ by electron transfer to yield radical zwitterions. The radical zwitterions were identified using in situ radiolysis and photolysis electron spin resonance and spectrophotometric pulse radiolysis techniques. The coupling constants of the radical zwitterions are very similar to those of radical cations from structurally related methoxylated benzenes, indicating that the carboxyl group has very little influence on spin distribution. The radical zwitterions, with the exception of that from 3-methoxybenzoic acid, decay by second-order kinetics with rate constants ranging from 6 x 10/sup 4/ to 3 x 10/sup 9/ M/sup -1/ s/sup -1/, depending on the number and on the positions of the methoxyl groups relative to each other. Decarboxylation of the radical zwitterions does not occur.
- Research Organization:
- Institut fuer Strahlenchemie, Muelheim/Ruhr, Ger.
- OSTI ID:
- 7227925
- Journal Information:
- J. Phys. Chem.; (United States), Vol. 81:1
- Country of Publication:
- United States
- Language:
- English
Similar Records
Specificity of reductive dehalogenation of substituted ortho-chlorophenols by Desulfitobacterium dehalogenans JW/IU-DC1
Formation of radical cations of methoxylated benzenes by reaction with OH radicals, Ti$sup 2+$, Ag$sup 2+$, and SO$sub 4$.$sup -$ in aqueous solution. An optical and conductometric pulse radiolysis and in situ radiolysis electron spin resonance study
Related Subjects
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
MONOCARBOXYLIC ACIDS
COUPLING CONSTANTS
ELECTRON TRANSFER
RADIOLYSIS
SILVER COMPOUNDS
SULFATES
THALLIUM COMPOUNDS
CATIONS
CHEMICAL RADIATION EFFECTS
CHEMICAL REACTION KINETICS
ELECTRON SPIN RESONANCE
HYDROXYL RADICALS
OXIDATION
RADICALS
CARBOXYLIC ACIDS
CHARGED PARTICLES
CHEMICAL REACTIONS
CHEMISTRY
DECOMPOSITION
IONS
KINETICS
MAGNETIC RESONANCE
ORGANIC ACIDS
ORGANIC COMPOUNDS
OXYGEN COMPOUNDS
RADIATION CHEMISTRY
RADIATION EFFECTS
REACTION KINETICS
RESONANCE
SULFUR COMPOUNDS
TRANSITION ELEMENT COMPOUNDS
400600* - Radiation Chemistry
400301 - Organic Chemistry- Chemical & Physicochemical Properties- (-1987)
400104 - Spectral Procedures- (-1987)