Fmc Corporation

Sagami Chemical Research Center

Toyo Soda Manufacturing Co., Ltd.

(zaidanhojin) Sagami Chemical Research Center

Kanagawa Chemical Laboratory, Ltd.

Kiyoshi Kondo

Kiyohide Matsui

Minoru Suda

Toshiyuki Takashima

Akira Negishi

Daiei Tunemoto

Yuriko Takahatake

Ernest L Plummer

Yoshiyuki Kikuchi

Tamejiro Hiyama

Kunikazu Sakai

John A Dixson

Blaik P Halling

John M Tymonko

Tamotsu Fujisawa

Kikuo Sugimoto

Kirk A Simmons

Hiromichi Kono

Etsuko Tobita

Marjorie J Plummer

Toru Seita

Hiroyuki Watanabe

Akira Akimoto

Yuriko Takahatakae

Etsuko Hiro

Daiei Tsunemoto

Toshiyuji Takashima

The present application discloses herbicidal substituted-phenyl-1,2,4-Triazol-5(1H)-thiones and -ones, herbicidal compositions containing these compounds, methods of preparing them, and methods for controlling undesired plant growth by preemergence and/or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## wherein: Ar is selected from ##STR2## R is selected from haloalkyl; R.sup.1 is selected from alkyl;

Herbicidal substituted phenyl-1,2,4-triazol-5(1H)-thiones

The present application discloses herbicidal substituted-phenyl-1,2,4-Triazole-5(1H)-thiones and -ones, herbicidal compositions containing these compounds, methods of preparing them, and methods for controlling undesired plant growth by preemrgence and/or postemergence application of the herbicidal compositions to the locus where control is desired. The herbicidal compounds are compounds of the formula ##STR1## wherein Ar is selected from ##STR2## R is selected from haloalkyl; R.sup.1 is selected from alkyl;

Herbicidal substituted-phenyl-1,2,4-triazol-5(1H)-thiones and -ones

Novel synthesis of dihalovinylcyclopropanecarboxylates, including potent insecticides, are described. The processes begin with the reaction between an alkenol and an orthoester to produce a .gamma.-unsaturated carboxylate, followed by the catalyzed addition of a carbon tetrahalide to the double bond and dehydrohalogenation to produce a cyclopropane derivative.

Process for preparing dihalovinylcyclopropanecarboxylates

Novel syntheses of dihalovinylcyclopropanecarboxylates, including potent insecticides, are described. The processes begin with the reaction between an alkenol and an orthoester to produce a .gamma.-unsaturated carboxylate, followed by the catalyzed addition of a carbon tetrahalide to the double bond and dehydrohalogenation to produce a cyclopropane derivative.

Processes for producing a (1.alpha., 4.alpha., 5.alpha.)-6,6-dimethyl-4-halo-substituted methyl-3-oxabicyclo[3.1.0]hexan-2-one and its novel intermediates from known and inexpensive starting materials are described and exemplified.

3,4-dihydro-4,4-dimethyl-2H-pyran-2-one, an insecticide intermediate

A fluorocarbon polymer comprising a perfluorocarbon main chain and a pendant chain attached to the main chain, characterized in that the pendant chain has a quaternary ammonium type terminal group.

Fluorocarbon polymers and processes for their preparation

A cyclopropanecarboxylate of the formula ##STR1## is prepared by the reaction of a compound of the formula ##STR2## with an alkoxide in an ether type solvent. R.sup.1, R.sup.2, and R.sup.4 each independently is hydrogen or a hydrocarbon residue, R.sup.3 is an alcohol residue, X is halogen, and A is --CH.sub.2 --CX.sub.3 or --CH.dbd.CX.sub.2.

Lactones of the formula ##STR1## wherein R is hydrogen or a CX.sub.3 group, and each X is a chlorine or bromine atom, are converted to the known cis-3-(2,2-dihalovinyl)-2,2-dimethylcyclopropanecarboxylic acids or lower alkyl esters, from which pyrethroid insecticides are obtained.

Alkyl 6,6-dimethyl-2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylates

A cyclopropanecarboxylic acid of the formula ##STR1## is prepared by the reaction of a compound of the formula ##STR2## with an alkali metal hydroxide or alkaline earth metal hydroxide in an ether type solvent. R.sup.1, R.sup.2, and R.sup.4 each independently is hydrogen or a hydrocarbon residue, R.sup.3 is hydrogen or lower alkyl, X is halogen, and A is --CH.sub.2 --CX, 3 or --CH.dbd.CX.sub.2.

Process for preparing dihalovinylcyclopropanecarboxylic acids

Processes for producing a (1.alpha., 4.alpha., 5.alpha.)-6,6-dimethyl-4-halo-substituted-methyl-3-oxabicyclo[3.1.0]hexan- 2-one and its novel intermediates from known and inexpensive starting materials are described and exemplified.

Lower alkyl 5-chloro-3,3-dimethyl-5-phenylthiopentanoates useful as

Intermediates in a process for preparing

Compounds of the general formula ##STR1## their method of preparation, and their use to control nematodes in agricultural crops are disclosed and exemplified.

1-(Aryl)thiocarbamoyl-2-(aryl)-3-pyrazolidinones and their nematicidal

Novel intermediates for production of insecticidal cis-3-(2,2-disubstituted-ethenyl)-2,2-dimethylcyclopropanecarboxylates, processes for preparing the intermediates, and processes for preparing the final product insecticides via a novel bicyclic lactone intermediate are described and exemplified.

Growing community of inventors

Kanagawa, Japan

Kiyoshi Kondo