Photochemical decompsosition of DDT by a free-radical mechanism. 1969

A R Mosier, and W D Guenzi, and L L Miller

Both as a pure solid and in hexane solution, DDT readily decomposed when irradiated with ultraviolet light (2537 angstroms). Principal products identified by gas-liquid and thin-layer chromatography from irradiations of the solid phase were 1,1-dichloro-2,2-bis (p-chlorophenyl) ethane, 1,1-dichloro-2,2-bis(p-chlorophenyl) ethylene, and 4,4'-dichlorobenzophenone. 1,1-Dichloro-2,2-bis(p-chlorophenyl) ethane and hydrochloric acid were identified from irradiated solutions of DDT in hexane. On the basis of products obtained, quantum yields, scavenger experiments, and other chemical tests, a nonchain, free-radical mode of degradation is proposed.

UI MeSH Term Description Entries
D008027 Light That portion of the electromagnetic spectrum in the visible, ultraviolet, and infrared range. Light, Visible,Photoradiation,Radiation, Visible,Visible Radiation,Photoradiations,Radiations, Visible,Visible Light,Visible Radiations
D011830 Radiation Effects The effects of ionizing and nonionizing radiation upon living organisms, organs and tissues, and their constituents, and upon physiologic processes. It includes the effect of irradiation on food, drugs, and chemicals. Effects, Radiation,Effect, Radiation,Radiation Effect
D011854 Radiochemistry The study of the chemical and physical phenomena of radioactive substances. Radiochemistries
D003632 Dichlorodiphenyldichloroethane An organochlorine insecticide that is slightly irritating to the skin. (From Merck Index, 11th ed, p482) DDD,TDE
D003634 DDT A polychlorinated pesticide that is resistant to destruction by light and oxidation. Its unusual stability has resulted in difficulties in residue removal from water, soil, and foodstuffs. This substance may reasonably be anticipated to be a carcinogen: Fourth Annual Report on Carcinogens (NTP-85-002, 1985). (From Merck Index, 11th ed) 1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane,4,4'-DDT,4,4'-Dichlorodiphenyltrichloroethane,Benzochloryl,Chlorophenothane,TbisC-ethane,p',p'-DDT,4,4' DDT,4,4' Dichlorodiphenyltrichloroethane,TbisC ethane
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
D014466 Ultraviolet Rays That portion of the electromagnetic spectrum immediately below the visible range and extending into the x-ray frequencies. The longer wavelengths (near-UV or biotic or vital rays) are necessary for the endogenous synthesis of vitamin D and are also called antirachitic rays; the shorter, ionizing wavelengths (far-UV or abiotic or extravital rays) are viricidal, bactericidal, mutagenic, and carcinogenic and are used as disinfectants. Actinic Rays,Black Light, Ultraviolet,UV Light,UV Radiation,Ultra-Violet Rays,Ultraviolet Light,Ultraviolet Radiation,Actinic Ray,Light, UV,Light, Ultraviolet,Radiation, UV,Radiation, Ultraviolet,Ray, Actinic,Ray, Ultra-Violet,Ray, Ultraviolet,Ultra Violet Rays,Ultra-Violet Ray,Ultraviolet Black Light,Ultraviolet Black Lights,Ultraviolet Radiations,Ultraviolet Ray

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