Directing effects of phenyl substitution in the reaction of OH radical with aromatics: The radiolytic hydroxylation of biphenyl

Journal Article · Thu Jan 14 04:00:00 EST 1993 · Journal of Physical Chemistry; (United States)

DOI:https://doi.org/10.1021/j100104a025· OSTI ID:6389224

Chen, Xiaofeng; Schuler, R H ^[1]

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1. Univ. of Notre Dame, IN (United States)

The initial yields for formation of 2-, 3- and 4- hydroxybiphenyl following the radiolytic oxidation of biphenyl in the presence of ferricyanide are, respectively, 2.19, 1.13 and 1.55 molecules/100eV. These yields reflect relative rates of 0.71:0.37:1 for [sup [sm bullet]]OH radical attack on each of the ortho, meta, and para positions of biphenyl. Comparison of the corresponding partial rate constants to that for benzene shows that phenyl substitution has a significant effect in directing [sup [sm bullet]]OH addition to the ortho and para positions of aromatic systems. Comparison with phenol shows that a phenyl substitution has only a slightly smaller effect than does OH in increasing the partial rate constant at the ortho and para positions but is substantially less effective in decreasing the rate of [sup [sm bullet]]OH reaction at the meta position. 15 refs., 9 figs.

• OSTI ID: 6389224
• Journal Information: Journal of Physical Chemistry; (United States), Journal Name: Journal of Physical Chemistry; (United States) Vol. 97:2; ISSN JPCHAX; ISSN 0022-3654
• Country of Publication: United States
• Language: English

Related Subjects

38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400600* -- Radiation Chemistry
AROMATICS
BENZENE
BIPHENYL
CHEMICAL RADIATION EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
DECOMPOSITION
HYDROCARBONS
HYDROXY COMPOUNDS
HYDROXYL RADICALS
HYDROXYLATION
KINETICS
ORGANIC COMPOUNDS
OXIDATION
PHENOL
PHENOLS
RADIATION EFFECTS
RADICALS
RADIOLYSIS
REACTION KINETICS