Radiolytic degradation of gallic acid and its derivatives in aqueous solution. 2009

R Melo, and J P Leal, and E Takács, and L Wojnárovits
Instituto Tecnologico e Nuclear, UCQR, Estrada Nacional No 10, Apartado 21, 2686-953 Sacavém, Portugal.

Polyphenols, like gallic acid (GA) released in the environment in larger amount, by inducing some unwanted oxidations, may constitute environmental hazard: their concentration in wastewater should be controlled. Radiolytic degradation of GA was investigated by pulse radiolysis and final product techniques in dilute aqueous solution. Subsidiary measurements were made with 3,4,5-trimethoxybenzoic acid (TMBA) and 3,4,5-trihydroxy methylbenzoate (MGA). The hydroxyl radical and hydrogen atom intermediates of water radiolysis react with the solute molecules yielding cyclohexadienyl radicals. The radicals formed in GA and MGA solutions in acid/base catalyzed water elimination decay to phenoxyl radicals. This reaction is not observed in TMBA solution. The hydrated electron intermediate of water decomposition adds to the carbonyl oxygen, the anion thus formed protonates on the ring forming cyclohexadienyl radical or on the carbonyl group forming carbonyl centred radical. The GA intermediates formed during reaction with primary water radicals in presence of oxygen transform to non-aromatic molecules, e.g., to aliphatic carboxylic acids.

UI MeSH Term Description Entries
D007220 Industrial Waste Worthless, damaged, defective, superfluous or effluent material from industrial operations. Waste, Industrial,Industrial Wastes,Wastes, Industrial
D010636 Phenols Benzene derivatives that include one or more hydroxyl groups attached to the ring structure.
D011675 Pulse Radiolysis Use of a pulse of X-rays or fast electrons to generate free radicals for spectroscopic examination. Radiolysis, Pulse
D005419 Flavonoids A group of phenyl benzopyrans named for having structures like FLAVONES. 2-Phenyl-Benzopyran,2-Phenyl-Chromene,Bioflavonoid,Bioflavonoids,Flavonoid,2-Phenyl-Benzopyrans,2-Phenyl-Chromenes,2 Phenyl Benzopyran,2 Phenyl Benzopyrans,2 Phenyl Chromene,2 Phenyl Chromenes
D005609 Free Radicals Highly reactive molecules with an unsatisfied electron valence pair. Free radicals are produced in both normal and pathological processes. Free radicals include reactive oxygen and nitrogen species (RONS). They are proven or suspected agents of tissue damage in a wide variety of circumstances including radiation, damage from environment chemicals, and aging. Natural and pharmacological prevention of free radical damage is being actively investigated. Free Radical
D005707 Gallic Acid A colorless or slightly yellow crystalline compound obtained from nutgalls. It is used in photography, pharmaceuticals, and as an analytical reagent. 3,4,5-Trihydroxybenzoic Acid,Acid, Gallic
D012996 Solutions The homogeneous mixtures formed by the mixing of a solid, liquid, or gaseous substance (solute) with a liquid (the solvent), from which the dissolved substances can be recovered by physical processes. (From Grant & Hackh's Chemical Dictionary, 5th ed) Solution
D014867 Water A clear, odorless, tasteless liquid that is essential for most animal and plant life and is an excellent solvent for many substances. The chemical formula is hydrogen oxide (H2O). (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed) Hydrogen Oxide
D014874 Water Pollutants, Chemical Chemical compounds which pollute the water of rivers, streams, lakes, the sea, reservoirs, or other bodies of water. Chemical Water Pollutants,Landfill Leachate,Leachate, Landfill,Pollutants, Chemical Water
D015386 Hazardous Substances Elements, compounds, mixtures, or solutions that are considered severely harmful to human health and the environment. They include substances that are toxic, corrosive, flammable, or explosive. Biohazard,Hazardous Chemical,Hazardous Chemicals,Hazardous Material,Hazardous Materials,Hazardous Substance,Toxic Environmental Substance,Toxic Substances, Environmental,Biohazards,Chemicals, Hazardous,Environmental Substances, Toxic,Toxic Environmental Substances,Chemical, Hazardous,Environmental Substance, Toxic,Environmental Toxic Substances,Material, Hazardous,Materials, Hazardous,Substance, Hazardous,Substance, Toxic Environmental,Substances, Environmental Toxic,Substances, Hazardous,Substances, Toxic Environmental

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