M&t Chemicals, Inc.

Merck + Co., Inc.

Other

The Dow Chemical Company

John E Engelhart

Melvin H Gitlitz

Michael J D'Errico

Marshall R Angeles

David A Russo

Carlos M Mery

Robert J Ehr

Maynard W McNeil

Ronald J Sbragia

John L Hardy

Antimicrobial compounds of the formula: ##STR1## where R is a heterocyclic radical selected from the group consisting of thienyl; furanyl; pyrrolyl; isoxazolyl; oxazolyl; isothiazolyl, thiazolyl; pyrazolyl; imidazolyl; pyridazinyl; pyrimidinyl; pyrazinyl; pyridinyl; and N-oxides thereof; and

1,2-Dibromo-2-cyano-2-(heterocyclic)alkane compounds and antimicrobial

Antimicrobial compounds of the formula: ##STR1## where R is C.sub.3-12 alkyl, straight or branched chain C.sub.3 -C.sub.8 cycloalkyl; C.sub.3-8 cycloalkylC.sub.1-3 alkyl; or saturated heterocyclic radical selected from the group consisting of pyrrolidinyl, tetrahydrofuranyl, tetrahydrothienyl, isoxazolidinyl, oxazolidinyl, isothiazolidinyl, pyrazolidinyl, imidazolidinyl, piperazinyl, and piperidinyl.

1,2-Dibromo-2-cyanoalkane antimicrobial compounds

Antimicrobial compounds of the formula: ##STR1## wherein Hal is bromine or chlorine; R is C.sub.1-4 alkyl, straight or branched chain; and one of R.sup.1 and R.sup.2 is hydrogen and the other is selected from the group consisting of C.sub.3-8 cycloalkyl; C.sub.3-8 cycloalkyl C.sub.1-3 alkyl; phenyl; phenyl C.sub.1-3 alkyl; mono- or disubstituted phenyl or phenyl C.sub.1-3 alkyl wherein the substituents are halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, hydroxy, nitro, cyano, or trifluoromethyl; a heterocyclic radical selected from the group consisting of thienyl, furanyl, pyrrolyl, isoxazolyl, oxazolyl, isothiazolyl, thiazolyl, pyrazolyl, imidazolyl, pyridazinyl, pyrimidinyl, pyrazinyl, and pyridinyl, and N-oxides thereof; and a saturated heterocyclic radical selected from the group consisting of pyrrolidinyl, tetrahydrofuranyl, tetrahydrothienyl, isoxazolidinyl, oxazolidinyl, isothiazolidinyl, thiazolidinyl, pyrazolidinyl, imidazolidinyl, piperazinyl, and piperidinyl.

2,3-Dihalo-2,3-(disubstituted) propanoate antimicrobial compounds

Antimicrobial compounds of the formulas: ##STR1## where R.sup.1 and R.sup.2 are hydrogen; halo; C.sub.1-4 alkyl; C.sub.1-4 alkoxy; hydroxy; nitro; cyano; or trifluoromethyl;

1,2-Dibromo-2-cyano-2-(aryl)ethane(propane) antimicrobial compounds

Many varieties of harmful insects which attack useful plant crops can be controlled by treating the plants with compositions containing certain novel tetraorganotin compounds wherein three of the four hydrocarbon groups bonded to the tin atom are methyl and the remaining group is phenyl containing specified substituents or heterocyclic and is either bonded directly to the tin atom or separated from the tin atom by one methylene group. The present compounds exhibit unexpectedly superior insecticidal activity relative to prior art organotin compounds containing three methyl groups and a phenyl or an alkyl- substituted phenyl group bonded to the tin atom.

Insecticidal tetraorganotin compounds

Method of protecting plants from both fungal organisms and mites in the same treatment in which there is applied to the plant an amount of one or more of selected tricyclopentyl tin and tris(cyclopentylmethyl)tin compounds, which amount is sufficient to provide both antifungal and miticidal protection but is less than a substantially harmful phytotoxic amount. Counter ions in these compounds which are suitable include hydroxy, halo, oxo, thioxo, alkyl- and aryl carboxylate, thiocyanato, diloweralkyldithiocarbamoyl and diethoxyphosphinothioylthio.

Simultaneous fungicidal and miticidal protection of plants employing

Many varieties of harmful insects which attack useful plant crops can be controlled by treating the plants with compositions containing at least one tetraorganotin compound wherein three of the four hydrocarbon groups bonded to the tin atom are methyl and the remaining group is substituted aromatic or heterocyclic that is either bonded directly to the tin atom or separated from the tin atom by one methylene group. These compounds exhibit unexpectedly superior insecticidal activity relative to organotin compounds containing three methyl groups and a phenyl or an alkyl-substituted phenyl group.

Insecticidal compositions containing certain tetraorganotin compounds

Novel trimethyltetraorganotin compounds

Tricyclopentyltin fluoride effectively controls plant fungi and various types of insects when incorporated into formulations that are applied directly to these organisms or to substrates, including living plants, that are susceptible to infestation with these types of organisms. This compound is particularly advantageous due to its broader activity spectrum and considerably lower phytotoxicity relative to other tricyclopentyltin compounds.

Tricyclopentyltin fluoride

Tertiary phosphine oxides containing two halomethyl radicals effectively control the growth of undesirable plants, particularly grasses.

Growing community of inventors

Westfield, NJ, United States of America

John E Engelhart