Some Chemical and Biological Experiments with Thiodan1

Publisher Website
Google Scholar
Abstract
The insecticide Thiodan, 6, 7, 8, 9, 10, 10-hexachloro-l,5,5a, 6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepin-3-oxide, consists of 2 isomers which were separated by column and paper chromatography. Synthesis of Thiodan from thionyl chloride and Thiodan alcohol, l,4,5,6,7,7-hexachloro-2,3-bis (hydroxymethyl) bicyclo-(2.2.1) heptene-5, was successfully carried out on a millimole scale. When hydrolyzed with HC1 the 2 Thiodan isomers gave the same Thiodan alcohol was determined by paper chromatography, melting point, and infrared spectra. It was proposed that the reaction of thionyl chloride with Thiodan alcohol caused some rearrangement of the latter to result in 2 Thiodan isomers. Thiodan, the 2 Thiodan isomers, and DDT all had LD50 values between 0.13 and 0.21 [mu]g insecticides per fly when applied topically to non-resistant female houseflies. The LD50 of Thiodan in corn oil to male white rats was between 40 and 50 mg Thiodan/kg body weight.

This publication has 0 references indexed in Scilit: