Selectivity of addition of the hydroxyl radical to ring positions of pyridine and pyridine mono-and dicarboxylic acids. An electron spin resonance investigation

Journal Article · Thu Feb 09 00:00:00 EST 1978 · J. Phys. Chem.; (United States)

DOI:https://doi.org/10.1021/j100492a026· OSTI ID:5070635

Steenken, S; O'Neill, P

The reactions of pyridine and mono- and dicarboxypyridines with OH were studied by irradiating 5 mM aqueous solutions saturated with N/sub 2/O with 2.8-MeV electrons using the in situ radiolysis electron spin resonance (ESR) technique. With all compounds studied except pyridine-3,5-dicarboxylate the radicals observed were produced by the addition of OH to the least electron deficient positions of the pyridine ring, i.e. in the 3 or 5 position. If either the 3 or 5 position is substituted by a carboxyl group, the OH addition takes place at the unsubstituted position. The pH dependence of the ESR spectra of the OH adducts indicated that the adducts are the same in the pH 6--13 region, but changes at pH 13 indicate that here the OH adducts are present as dianions and not as trianions. (BLM)

• Research Organization: Inst. fuer Strahlenchemie im Max-Planck-Inst. fuer Kohlenforschung, Stiftstrasse, Ger.
• OSTI ID: 5070635
• Journal Information: J. Phys. Chem.; (United States), Vol. 82:3
• Country of Publication: United States
• Language: English

Related Subjects

38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
PYRIDINES
CHEMICAL RADIATION EFFECTS
ELECTRON SPIN RESONANCE
ELECTRONS
HYDROXYL RADICALS
PH VALUE
AZINES
CHEMISTRY
ELEMENTARY PARTICLES
FERMIONS
HETEROCYCLIC COMPOUNDS
LEPTONS
MAGNETIC RESONANCE
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
RADIATION CHEMISTRY
RADIATION EFFECTS
RADICALS
RESONANCE
400600* - Radiation Chemistry