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Original Articles

Studies on the Organophosphorus Insecticides

Part II. Synthesis and Toxicity of Phosphoroates and Phosphorothioates Containing Phenylacrylate or Phenylacrylonitrile Radicals
Part III. Synthesis and Toxicity of Phosphoroate and Phosphorothioates Containing Carboethoxy-cycloalkenyl Groups

Pages 61-70 | Received 01 Jul 1960, Published online: 09 Sep 2014
 

Abstract

During an investigation of organophosphorus insectiside, the present author found that the reactions of O,O-dialkyl phosphorochloridate or O,O-dialkyl phosphorochloridothioates with sodium salts of β-keto-esters or nitriles give new phosphoroates or phosphorothioates containg phenylacrylate or phenylacrylonitrile radicals, but do not give phosphonates.

The reactions of trialkylphosphites with α-halo- or α,α-dihalo-phenyl-β-keto-esters or nitrils also gave phosphoroates. Some phosphoroates prepared by this methods have high insecticidal activity.

Abstract

During course of an investigation of organophosphorus insecticides, the present author found that the reactions of O,O-dialkyl phosphorochloridate or phosphorochloridothioate with sodium enolates of cyclic-β-ketoesters give new phosphonates or phosphorothioates containing carboalcoxy-cyclo-alkenyl groups, but not phosphonates or thiophosphonates.

The reactions of trialkyl phosphites with α-halo-cyclic-β-ketoesters give also phosphoroates but not phosphonates.

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