Английская Википедия:Isobenzan
Isobenzan (telodrin) is a highly toxic organochloride insecticide. It was produced only in the period from 1958 to 1965 and its use has been since discontinued.[1] It is a persistent organic pollutant that can remain in soil for 2 to 7 years, and the biological half-life of isobenzan in human blood is estimated to be about 2.8 years.[1]
It is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.[2]
Production
The precursor 4,5,6,7,10,10-hexachloro-4,7-endomethylene-4,7,8,9-tetrahydrophthalane can be obtained in two synthetic routes. In a synthesis method report published in 1954, 1,4,5,6,7,7-hexachloro-2,3-bishydroxymethylbicyclo[2,2,1]hept-5-ene is obtained, which is then dehydrated to the precursor.[3] In 1961, a direct preparation of the precursor via a Diels-Alder reaction with hexachlorocyclopentadiene and 2,5-Dihydrofuran was found.[4] The target compound is then synthesized by photochlorination of the precursor.[5][3][6][7]
References
- ↑ 1,0 1,1 Ошибка цитирования Неверный тег
<ref>; для сносокinchemне указан текст - ↑ Шаблон:Cite report
- ↑ 3,0 3,1 Шаблон:Cite patent
- ↑ Шаблон:Cite journal
- ↑ Шаблон:Cite patent
- ↑ Шаблон:Cite journal
- ↑ Feichtinger, H.; Linden, H.-W.: Friedel-Crafts-Reaktionen 1-substituierter 4.5.6.7.10.10-Hexachlor-4.7-methylen-4.7.8.9-tetrahydro-phthalane in Chem. Ber. 97 (1964) 2779–2784, Шаблон:Doi.
