Formation of radical zwitterions from methoxylated benzoic acids. 1. One electron oxidation by Tl/sup 2 +/, Ag/sup 2 +/, and SO/sub 4//sup -/

Journal Article · Wed Jan 12 23:00:00 EST 1977 · J. Phys. Chem.; (United States)

DOI:https://doi.org/10.1021/j100516a007· OSTI ID:7227925

Steenken, S; O'Neill, P; Schulte-Frohlinde, D

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), Journal Name: J. Phys. Chem.; (United States) Vol. 81:1; ISSN JPCHA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400104 -- Spectral Procedures-- (-1987)
400301 -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
400600* -- Radiation Chemistry
CARBOXYLIC ACIDS
CATIONS
CHARGED PARTICLES
CHEMICAL RADIATION EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMISTRY
COUPLING CONSTANTS
DECOMPOSITION
ELECTRON SPIN RESONANCE
ELECTRON TRANSFER
HYDROXYL RADICALS
IONS
KINETICS
MAGNETIC RESONANCE
MONOCARBOXYLIC ACIDS
ORGANIC ACIDS
ORGANIC COMPOUNDS
OXIDATION
OXYGEN COMPOUNDS
RADIATION CHEMISTRY
RADIATION EFFECTS
RADICALS
RADIOLYSIS
REACTION KINETICS
RESONANCE
SILVER COMPOUNDS
SULFATES
SULFUR COMPOUNDS
THALLIUM COMPOUNDS
TRANSITION ELEMENT COMPOUNDS