Radical-anions of aromatic compounds. IX. Features of the electronic structure of the radical-anions of 1-substituted 2,4-dinitrobenzenes in aqueous and water-alcohol media (in Russian)
The electronic structure of the radical-anion of 1-substituted 2,4-dinitrobenzenes in aqueous and water-alcohol media at various pH values was studied by the ESR method in conjunction with the flow method. The use of compounds labeled with the /sup 15/N isotope at the ortho-nitro group made it possible to show that in protic media their radical-anions exist in two forms, characterized by the preferred localization of the spin density at the ortho- or para-nitro group (the O and P forms respectively). On the basis of an analysis of the results it was concluded that the effect of the substituent on the ratio of the O and P forms in the investigated radical-anions is determined by its electronic nature, effective, volume, and charge and by the ability to form a hydrogen bond with the ortho-located nitro group. It was found that the effect of the substituent on the ratio of the O and P forms in the investigated radical-anions corresponds to its directing effect in the partial reduction of 1-substituted 2,4-dinitrobenzenes.
- Research Organization:
- Novosibirsk Institute of Organic Chemistry, USSR
- OSTI ID:
- 6137229
- Journal Information:
- J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 22:6; ISSN JOCYA
- Country of Publication:
- United States
- Language:
- Russian
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Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
AMINES
AMMONIUM COMPOUNDS
ANGULAR MOMENTUM
ANILINE
ANIONS
AQUEOUS SOLUTIONS
AROMATICS
AZINES
BINDING ENERGY
CHARGE DISTRIBUTION
CHARGED PARTICLES
CHEMICAL REACTIONS
DISPERSIONS
ELECTRON SPIN RESONANCE
ELECTRON TRANSFER
ELECTRONIC STRUCTURE
ELECTRONS
ELEMENTARY PARTICLES
ELEMENTS
ENERGY
FERMIONS
HETEROCYCLIC COMPOUNDS
HYDROGEN
HYPERFINE STRUCTURE
IONIZATION
IONS
ISOTOPE EFFECTS
ISOTOPES
LABELLED COMPOUNDS
LEPTONS
LIGHT NUCLEI
MAGNETIC RESONANCE
MIXTURES
NITRO COMPOUNDS
NITROBENZENE
NITROGEN 14
NITROGEN 15
NITROGEN ISOTOPES
NONMETALS
NUCLEI
ODD-EVEN NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PARTICLE PROPERTIES
PH VALUE
PYRIDINES
PYRIDINIUM COMPOUNDS
QUATERNARY COMPOUNDS
REDUCTION
RESONANCE
SOLUTIONS
SPECTRA
SPIN
STABLE ISOTOPES
VALENCE