Reaction of azide radicals with aromatic compounds. Azide as a selective oxidant
Journal Article
·
· J. Phys. Chem.; (United States)
In basic aqueous solution the N/sub 3/.radical is found to oxidize aromatic systems such as aniline and phenoxide ions and their derivatives at rate constants of (3-5) x 10/sup 9/ M/sup -1/s/sup -1/. In contrast to the reactions of OH radicals, where addition to the ring dominates, oxidation appears to be directly by electron transfer. Compounds such as benzene, toluene, and anisole are not observably oxidized by N/sub 3/. Phenol, in its neutral form in acidic solution, is oxidized several orders of magnitude more slowly than is the phenoxide anion. The rate of oxidation of phenols is strongly dependent on substitution, with activating groups increasing the rate in the order para > ortho > meta. N/sub 3/. can be readily prepared radiolytically by OH oxidation of azide. Being a neutral radical which does not absorb significantly above 300 nm it is very promising as a selective oxidant for pulse radiolysis studies. 27 references, 6 figures, 3 tables.
- Research Organization:
- Univ. of Notre Dame, IN
- OSTI ID:
- 6487094
- Journal Information:
- J. Phys. Chem.; (United States), Journal Name: J. Phys. Chem.; (United States) Vol. 89:15; ISSN JPCHA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ABSORPTION SPECTROSCOPY
AMINES
ANILINE
AROMATICS
AZIDES
CHEMICAL RADIATION EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMISTRY
DATA
DECOMPOSITION
ELECTROMAGNETIC RADIATION
EXPERIMENTAL DATA
HYDROXY COMPOUNDS
INFORMATION
KINETICS
NEAR ULTRAVIOLET RADIATION
NITROGEN COMPOUNDS
NUMERICAL DATA
ORGANIC COMPOUNDS
PHENOLS
QUANTITY RATIO
RADIATION CHEMISTRY
RADIATION EFFECTS
RADIATIONS
RADICALS
RADIOLYSIS
REACTION KINETICS
SPECTROSCOPY
TIME DEPENDENCE
ULTRAVIOLET RADIATION
VISIBLE RADIATION
400301* -- Organic Chemistry-- Chemical & Physicochemical Properties-- (-1987)
ABSORPTION SPECTROSCOPY
AMINES
ANILINE
AROMATICS
AZIDES
CHEMICAL RADIATION EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMISTRY
DATA
DECOMPOSITION
ELECTROMAGNETIC RADIATION
EXPERIMENTAL DATA
HYDROXY COMPOUNDS
INFORMATION
KINETICS
NEAR ULTRAVIOLET RADIATION
NITROGEN COMPOUNDS
NUMERICAL DATA
ORGANIC COMPOUNDS
PHENOLS
QUANTITY RATIO
RADIATION CHEMISTRY
RADIATION EFFECTS
RADIATIONS
RADICALS
RADIOLYSIS
REACTION KINETICS
SPECTROSCOPY
TIME DEPENDENCE
ULTRAVIOLET RADIATION
VISIBLE RADIATION