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heptachlor : ウィキペディア英語版
heptachlor

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Heptachlor is an organochlorine compound that was used as an insecticide. Usually sold as a white or tan powder, heptachlor is one of the cyclodiene insecticides. In 1962, Rachel Carson's ''Silent Spring'' questioned the safety of heptachlor and other chlorinated insecticides. Due to its highly stable structure, heptachlor can persist in the environment for decades. The US EPA has limited the sale of heptachlor products to the specific application of fire ant control in underground transformers. The amount that can be present in different foods is regulated.〔Robert L. Metcalf "Insect Control" in Ullmann’s Encyclopedia of Industrial Chemistry" Wiley-VCH, Weinheim, 2002. .〕
==Synthesis==
Analogous to the synthesis of other cyclodienes, heptachlor is produced via the Diels-Alder reaction of hexachlorocyclopentadiene and cyclopentadiene. The resulting adduct is brominated followed by treatment with hydrogen chloride in nitromethane in the presence of aluminum trichloride or with iodine monochloride.〔
Compared to chlordane, it is about 3–5 times more active as an insecticide, but more inert chemically, being resistant to water and caustic alkalies.〔Plimmer, J. R., (ed.). (2003). The Encyclopedia of Agrochemicals, (Vol. 3). New York: John Wiley & Sons.〕

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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