Bayer Aktiengesellschaft

Hellmut Hoffmann

Ingeborg Hammann

Bernhard Homeyer

Wilhelm Stendel

Wolfgang Behrenz

Hans-Jochem Riebel

Fritz Maurer

Uwe Priesnitz

Bernd-Wieland Kruger

Erich Klauke

Dieter Arlt

Gunter Unterstenhofer

Reinhard Lantzsch

Junichi Saito

Rainer A Fuchs

Christa Fest

Ernst Roos

Karl-Julius Schmidt

An arthropodicidal composition comprising an arthropodicidally effective amount of an arthropodicidally active compound and a synergistically effective amount of at least one compound of the formula ##STR1## in which A is amino, alkylamino, dialkylamino or N-alkyl-N-arylamino, or an optionally substituted alkyl, alkenyl, alkoxy, alkenyloxy, alkylthio, aralkyl, aralkoxy, phenyl, phenoxy or phenylthio radical,

Pest-combating agents containing phosphorus-heterocyclic compounds

In a synergistic pesticidal composition comprising (1) a pesticidally active compound and (2) a synergizing agent in amount sufficient to synergize the pesticidal activity of the pesticidally active compound, the improvement which comprises employing as the syngerizing agent a 2-(thi)oxo-1,3,2-oxazaphospholane of the formula ##STR1## in which X represents oxygen or sulphur,

2-(thi)oxo-1,3,2-oxazaphospholanes as synergizing agents for pesticides

A process for the preparation of an .alpha.-oxo-.alpha.-(3-alkoxycarbonyl-2,2-dimethyl-cycloprop-1-yl)-methane -phosphonic acid ester of the formula ##STR1## in which R is alkyl or a radical customary in the alcohol component of pyrethroids, and

Preparation of

In a synergistic pesticidal composition comprising (1) a pesticidally active compound and (2) a synergizing agent in amount sufficient to synergize the pesticidal activity of the pesticidally active compound, the improvement which comprises employing as the synergizing agent a 2-(thi)oxo-1,3,2-oxazaphospholane of the formula ##STR1## in which X represents oxygen or sulphur,

2-(Thi)oxo-1,3,2-oxazaphospholanes as synergizing agents for pesticides

Styryl-cyclopropane derivatives of the formula ##STR1## in which R.sup.9 represents independently of one another when n=2, halogen, cyano, nitro, or an optionally halogen-substituted alkyl, alkoxy, alkylthio or alkylenedioxy radical,

Alpha-hydroxy-phosphonic acid esters

2-Thi-1,3,2-oxazaphospholanes

Preparation of styryl cyclopropane insecticide intermediates

A process for the preparation of a 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid derivative of the formula ##STR1## in which Z is acetyl, cyano, carbamoyl, alkoxycarbonyl or --COOZ.sup.1, and

A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen or an optionally substituted alkyl, alkenyl, alkynyl, aralkyl or aryl radical, and

Process for the preparation of 1,1-dichloroalkenes

In the process for the production of a halogenoalkene of the formula ##STR1## in which R.sup.1 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aralkyl, aralkenyl or aryl radical or an optionally substituted heterocyclic radical,

Process for the preparation of halogenoalkenes

1-Oxo-3-methyl-2-butene phosphonic acid esters

3,3-Dimethyl-cyclopropane-1,1,2-tricarboxylic acid derivatives of the formula ##STR1## in which R is alkyl, and

Preparation of 3,3-dimethyl-cyclopropane-1,1,2-tricarboxylic acid

A process for the preparation of a 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid or derivative of the formula ##STR1## in which R is hydrogen, alkali metal, ammonium, an equivalent of an alkaline earth metal, alkyl, or a radical customary in the alcohol part of pyrethroids, comprising reacting a 3-formyl-2,2-dimethyl-cyclopropane-1-carboxylic acid derivative of the formula ##STR2## with a dichloromethane derivative of the formula ##STR3## in which R.sup.1 and R.sup.2 each independently is alkyl, phenyl, alkoxy or phenoxy, or together are alkanediyl or alkanedioxy, in the presence of a base at a temperature between about -50.degree. and +50.degree. C. The products are intermediates for the preparation of esters of pyrethroid-like insecticidal activity.

A process for the preparation of an insecticidally active compound such as ##STR1## comprising reacting a benzoyl-phosphonic acid ester of the formula ##STR2## with an alkali metal cyanide in aqueous acetic acid to produce the new compound ##STR3## which is reacted with an alkali or alkline earth metal salt of the formula ##STR4##

Preparation of .alpha.-cyano-benzyl esters

2,2-Dimethyl-3-(2-bromo-2-phenyl-vinyl)-cyclopropanecarboxylic acid 3-phenoxybenzyl ester of the formula ##STR1## which possess arthropodicidal properties. In addition, the new intermediate of the formula ##STR2## is produced by reacting an .alpha.-bromo-benzyl-phosphonic acid ester of the formula ##STR3## in which R.sup.6 each independently is alkyl or phenyl, or the two radicals R.sup.6 together are alkanediyl, with a 3-formyl-2,2-dimethyl-cyclopropanecarboxylic acid ester and saponifying. Also the compounds of the formula ##STR4## which are new when R.sup.1 is not alkyl, are produced by reacting triphenylphosphine and bromine to form dibromo-triphenylphosphorane, and reacting the dibromo-triphenylphosphorane without isolation with an .alpha.-hydroxy-benzyl-phosphonic acid ester of the formula ##STR5##

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Wuppertal, Germany

Hellmut Hoffmann