Sumitomo Chemical Company, Limited

Kiyoshi Kasamatsu

Masachika Hirano

Nobuo Ohno

Hisami Takeda

Takashi Kato

Tadashi Ohsumi

Toshio Nishioka

Isao Ohno

Yukio Suzuki

Takayuki Okabe

Kohichi Aketa

Takeshi Okuno

Haruyasu Yamamoto

Nobushige Itaya

Kozo Tsuji

Hiroyuki Konishi

Kunio Mukai

Toshiro Ohtsubo

Shigenori Tsuda

Yukio Manabe

Haruo Sasayama

Teruichi Morimoto

An acaricidal composition comprising as active ingredients

Acaricidal composition

A microencapsulated insecticidal composition has excellent residual effect which comprises an organophosphorus insecticide encapsulated in a wall formed of a polyurea and having an average particle diameter of not more than 80 .mu.m, a wall thickness of not more than 0.3 .mu.m and a ratio of an average particle diameter/wall thickness of not less than 250.

Microencapsulated organophosphorus insecticidal composition for

A dithiolphosphoric acid ester of the formula, ##STR1## wherein R is methyl or ethyl group, and when R is methyl group, A is iso-butyl, sec-butyl or tert-butyl group and B is methyl, ethyl or n-propyl group, when R is ethyl group and A is sec-butyl or tert-butyl group, B is methyl group, and when R is ethyl group and A is iso-butyl group, B is methyl, ethyl or n-propyl group, which is useful as a soil pesticidal composition for pests in soil.

Dithiolphosphoric acid esters

A dithiolphosphoric acid ester of the formula, ##STR1## wherein A is sec-butyl or tert-butyl group, and B is iso-propyl, n-butyl, iso-butyl, sec-butyl or tert-butyl group, which is useful as a soil pesticidal composition for pests in soil.

Dithiolphosphoric acid ester as a soil pesticide

An insecticidal composition which comprises as an active ingredient a compound of the formula: ##STR1## wherein X is a hydrogen atom or an acyl group, Y is a hydrogen atom, a lower alkyl group or a halogen atom and R.sub.1 and R.sub.2, which may be the same or different, are each a hydrogen atom, a lower alkyl group, a cyclo(lower)alkyl group, a lower alkenyl group, a lower alkynyl group, a lower alkoxy group or an acyl group, provided that R.sub.1 and R.sub.2 are not simultaneously a hydrogen atom or an acyl group.

Use of trifluoromethanesulfonanilides

The present invention relates to insecticidal compositions of low toxicity to fishes and mammals characterized by containing m-(p-bromophenoxy)-.alpha.-cyanolbenzyl trans- or trans-rich-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate of the formula (I), ##STR1## and at least one of the organo-phosphoric esters of the formula (II), ##STR2## wherein R.sub.1 and R.sub.2 are each a C.sub.1 -C.sub.3 alkyl group, X.sub.1, X.sub.2 and X.sub.3 are each an oxygen or sulfur atom, Y.sub.1 and Y.sub.2, which may be the same or different, are each a C.sub.1 -C.sub.3 lower alkyl, methylmercapto, cyano or nitro group or a halogen atom, Z is a carbon or nitrogen atom and n is 0 or 1, in a ratio of 1 to 1-100 (part by weight) of the former to the latter, and insecticides obtained by mixing said compositions with a carrier or a diluent and if necessary an additive. The term 'trans-rich' shows the ratio of trans/cis is not less than 75/25.

Insecticidal and/or acaricidal composition exhibiting low toxicity to

The present invention relates to insecticidal compositions of low toxicity to fishes and mammals characterized by containing m-(p-bromophenoxy)-.alpha.-cyanobenzyl trans- or trans-rich-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate of the formula (I), ##STR1## and a carbamic ester of the formula (III), ##STR2## wherein R is a group of the formula, ##STR3## in which X is a C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxyl group and n is 1 or 2, in a ratio of 1 to 1-100 (part by weight) of the former to the latter, and insecticides obtained by mixing said compositions with a carrier or a diluent and if necessary an additive. The term 'trans-rich' shows the ratio of trans/cis is not less than 75/25.

A novel substituted-arylacetic acid ester of the formula, ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or a halogen atom, a C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.1 -C.sub.4 alkoxy, cyano, nitro, methylthio, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 alkanoyloxy, or C.sub.1 -C.sub.4 alkoxycarbonyl group, or R.sub.1 and R.sub.2, taken together, may form methylenedioxy, a C.sub.3 -C.sub.5 alkylene or butadienylene (--CH.dbd.CH--CH.dbd.CH--) ring; R.sub.3 is a C.sub.2 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, propargyl, C.sub.3 -C.sub.6 cycloalkyl or cyclopropylmethyl group; R.sub.4 is hydrogen or a halogen atom, methyl or ethyl group; R.sub.5 is allyl, propargyl, 3-butenyl, 3-butynyl, phenyl or benzyl group; and A is oxygen or sulfur atom or --CH.dbd.CH-- group, which possesses various useful insecticidal and acaricidal activities and can be prepared by reacting a substituted-arylacetic acid of the formula: ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and A are each as defined above, or a reactive derivative thereof with an alcohol, or halide or sulfonate thereof of the formula, ##STR3## wherein R.sub.4 and R.sub.5 are each as defined above and X is hydroxy group, a halogen atom, alkylsulfonyloxy or arylsulfonyloxy group.

Substituted-acetic acid ester

The present invention relates to carboxylic esters of the formula (I), ##STR1## wherein X is a chlorine or bromine atom, and their production and use as an insecticide and/or acaricide.

Cyclopropanecarboxylate insecticides and/or acaricides exhibiting low

An optically active .alpha.-cyano-3-(4-halogenophenoxy)-benzyl 2-(4-chlorophenyl)isovalerate, which consists substantially of or is rich in (S)-.alpha.-cyano-3-(4-halogenophenoxy)benzyl (S)-2-(4-chlorophenyl)isovalerate; a method for preparing the same; and an insecticidal and/or acaricidal composition containing the same.

Process for preparing optically active

A mixture of stereoisomers of an .alpha.-cyano-3-(4-halogenophenoxy)benzyl 2-(4-chlorophenyl)isovalerate, which consists substantially of or is rich in an enantiomer pair of an (S)-.alpha.-cyano-3-(4-halogenophenoxy)benzyl (S)-2-(4-chlorophenyl)isovalerate and an (R)-.alpha.-cyano-3-(4-halogenophenoxy)benzyl (R)-2-(4-chlorophenyl)isovalerate; a process for preparing the same; and an insecticidal and/or acaricidal composition containing the same.

Mixture of stereoisomers of .alpha.-cyano-3-(4-halogenophenoxy)benzyl

m-(p-Bromophenoxy)-.alpha.-cyanobenzyl trans- or trans-rich-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate of the formula (I), ##STR1## and their preparation and use as a low fish toxic insecticide and/or acaricide.

Low mammalian toxic and/or low fish toxic insecticides and/or acaricides

A novel substituted-arylacetic acid ester of the formula, ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or a halogen atom, a C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.1 -C.sub.4 alkoxy, cyano, nitro, methylthio, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 alkanoyloxy, or C.sub.1 -C.sub.4 alkoxycarbonyl group, or R.sub.1 and R.sub.2, taken together, may form methylenedioxy, a C.sub.3 -C.sub.5 alkylene or butadienylene (--CH.dbd.CH--CH.dbd.CH--) ring; R.sub.3 is a C.sub.2 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, propargyl, C.sub.3 -C.sub.6 cycloalkyl or cyclopropylmethyl group; R.sub.4 is hydrogen or a halogen atom, methyl or ethyl group; R.sub.5 is allyl, propargyl, 3-butenyl, 3-butynyl, phenyl or benzyl group; and A is oxygen or sulfur atom or --CH.dbd.CH-- group, which possesses various useful insecticidal and acaricidal activities and can be prepared by reacting a substituted-arylacetic acid of the formula; ##STR2## wherein R.sub.1, R.sub.2, R.sub.3 and A are each as defined above, or a reactive derivative thereof with an alcohol, or halide or sulfonate thereof of the formula, ##STR3## wherein R.sub.4 and R.sub.5 are each as defined above and X is hydroxy group, a halogen atom, alkylsulfonyloxy or arylsulfonyloxy group.

Growing community of inventors

Takarazuka, Japan

Kiyoshi Kasamatsu