84773-69-3Relevant articles and documents
Synthesis and Biological Evaluation of New Pyrethroids Having Halogen, Keto, or Nitro Group-Containing Substituents
Chyan, Ming-Kuan,Norton, Scott J.
, p. 2286 - 2290 (2007/10/02)
Thirteen pyrethroid esters, most of which contain strong electron-withdrawing groups (e.g., halomethylketo and nitro groups) in the side chain of the cyclopropane acid moiety, have been synthesized.The synthesis involved the reaction of various active methylene compounds with 3-formyl-2,2-dimethylcyclopropanecarboxylic esters of known pyrethroid alcohols.Rather than the usually employed Wittig reaction for these syntheses, the novel pyrethroid acid moieties were prepared by amino acid-catalyzed Knoevenagel condensations under mild conditions.Preliminary toxicity studies of the pyrethroid esters, against several insect and one mite species, were conducted.Two of these compounds had good repellent activity against the twospotted spider mite (Tetranychus urticae) at 100 ppm, and six of them had medium insecticidal activity against either black bean aphid (Aphis fabae) or western potato leafhopper (Empoasca abrupta) at 10 ppm. - Keywords: Insecticides; pyrethroids; halomethyl ketones
Pesticides
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, (2008/06/13)
New insecticides are of formula: STR1 wherein R1 represents hydrogen or a methyl group; R2 represents hydrogen or a halogeno or lower alkyl group; R3 represents hydrogen or a halogeno or carbo(lower alkoxy) group which contains at least 2 carbon atoms in the lower alkoxy residue when R2 represents methyl; with the proviso that (a) R2 and R3 each represent hydrogen only when R1 represents methyl, (b) when R1 and R3 each represent hydrogen and R2 represents alkyl, that alkyl group contains at least 2 carbon atoms and (c) when R3 represents halogeno, R2 represents hydrogen or halogeno; and R represents a group which forms insecticidal esters with chrysanthemic acid e.g. 5-benzyl-3-furylmethyl, 3-phenoxybenzyl, α-cyano-3-phenoxybenzyl. The esters are prepared by forming the ester linkage conventionally or by a Wittig reaction using a 3-formyl- or 3-acetyl-2,2-dimethyl cyclopropane carboxylic acid esterified with the desired residue or by an alkyl group which is subsequently converted to the desired residue.