Uniroyal Chemical Company, Inc.

Uniroyal Inc.

Rupert A Covey

Patricia J Forbes

Allyn R Bell

Allen R Blem

Robert E Grahame, Jr

Richard C Moore

Winchester L Hubbard

Elmar H Jancis

Paul T McDonald

Richard R Regis

Shih Y Ma

Kevin J Donovan

A class of compounds useful for providing long-term control of pests, such as insects, nematodes and acarids, having the structural formula: ##STR1## where R is lower alkyl, phenyl, substituted phenyl, naphthyl or substituted napthyl; R.sup.1 is hydrogen or C.sub.1 -C.sub.6 alkyl; R.sup.2 is C.sub.1 -C.sub.6 alkyl or phenyl; R.sup.3 is C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkyl or C.sub.1 -C.sub.6 alkylthio; R.sup.4 is C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylthio, C.sub.1 -C.sub.6 alkylamino or C.sub.1 -C.sub.6 dialkylamino; and X is oxygen or sulfur.

Oxime phosphate pesticidal compounds, compositions and methods

A method is disclosed for inhibiting the growth of plants by application of a compound having the formula: ##STR1## R is C.sub.1 -C.sub.4 alkyl,

Substituted tetrazolinones for plant growth inhibition

Compounds of the formula: ##STR1## wherein R is alkyl, cycloalkyl, alkoxyalkyl, alkylthioalkyl, haloalkyl, phenyl, naphthyl, alkenyl, substituted phenyl, benzyl or substituted benzyl; R.sup.1 is hydrogen, alkyl or phenyl; R.sup.2 is alkyl, alkoxy, alkylthio, alkylamino or dialkylamino; R.sup.3 is alkyl; and X and X.sup.1 are each independently sulfur or oxygen; exhibit insecticidal, acaricidal and nematicidal activity. Also disclosed are compositions comprising such compounds as well as methods of controlling insects, acarids and nematodes.

Phosphorous substituted tetrazolinones and insecticidal use thereof

Substituted tetrazolinones exhibit usefulness as herbicides and plant growth regulators.

Substituted tetrazolinones and their use as herbicides

Preparation of substituted tetrazolinones

Substituted tetrazolinones exhibit usefulness as pre-emergent herbicides, post-emergent herbicides and plant growth regulators.

##STR1## where X is oxygen or sulfur; X.sup.1 is oxygen, sulfur, NH or NR.sup.3 ; C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.13 alkoxyalkyl, C.sub.7 -C.sub.9 aralkyl, C.sub.5 -.sub.6 cycloalkyl, C.sub.3 -C.sub.12 alkenyl, naphthyl, phenyl, phenyl substituted with at least one member selected from the group consisting of: halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, methylenedioxy, NR.sup.4 R.sup.5 (wherein R.sup.4 and R.sup.5 are the same or different and are hydrogen or C.sub.1 -C.sub.6 alkyl), C.sub.2 -C.sub.5 alkoxycarbonyl, carboxy, phenoxy, nitro, cyano, trihalomethyl, trihalomethoxy, C.sub.1 -C.sub.6 alkylthio, and C.sub.1 -C.sub.6 fluoroalkylthio; or benzyl substuted with at least one member selected from the group consisting of: halogen C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, methylenedioxy, C.sub.2 -C.sub.5 alkoxycarbonyl, phenoxy, nitro, cyano, trihalomethyl, trihalomethoxy, C.sub.1 -C.sub.6 alkylthio and C.sub.1 -C.sub.6 fluoroalkylthio; and R.sup.1, and R.sup.3 may be the same or different and are C.sub.1 -C.sub.4 alkyl and R.sub.2 may be C.sub.1 -C.sub.4 alkyl, alkoxy, alkylthio and alkyl amino is disclosed. The application is also directed to a pesticidal composition comprising the above-recited compound and a carrier.

Phosphorus substituted tetrazolinones and pesticidal use

Substituted tetrazolinones and herbicidal compositions thereof

A process for producing a phenoxycycloalkanol comprising reacting an aromatic alcohol with an (optionally substituted) C.sub.5 -C.sub.6 cycloalk-1,2-ylene oxide in the presence of an effective amount of a sodium-containing catalyst selected from the group consisting of sodium metal, C.sub.1 -C.sub.8 sodium alkoxide, C.sub.6 -C.sub.10 sodium aryloxide, C.sub.7 -C.sub.9 sodium alkaryloxide and sodium hydride at between about 170.degree. C. and about 225.degree. C.

Process for making phenoxycycloalkanols

A compound having the formula the formula ##STR1## where R is C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.6 cycloalkyl, C.sub.2 -C.sub.13 alkoxyalkyl, C.sub.7 -C.sub.9 aralkyl, phenyl, naphthyl, phenyl substituted with F, Cl, Br, I, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, methylenedioxy, NR.sup.3 R.sup.4 wherein R.sup.3 and R.sup.4 are the same or different and are hydrogen or C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.5 alkoxycarbonyl, phenoxy, NO.sub.2, cyano, trihalomethyl or trihalomethoxy where halo is F, Cl or Br or benzyl substituted with F, Cl, Br, I, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, methylenedioxy, C.sub.2 -C.sub.5 alkoxycarbonyl, carboxy, phenoxy, NO.sub.2, cyano, trihalomethyl or trihalomethoxy where halo is F, Cl or Br; R.sup.1 and R.sup.2 are the same or different and are C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 alkenyl, C.sub.5 -C.sub.6 cycloalkyl or R.sup.1 and R.sup.2 together are C.sub. 4 -C.sub.8 alkylene or C.sub.4 -C.sub.8 oxydialkylene is disclosed. Furthermore, a process for forming this compound by reacting a compound having the formula ##STR2## wherein M is hydrogen or an alkali metal such as Li, Na or K and R has the meanings given above with a carbamoyl halide having the formula XCONR.sup.1 R.sup.2, wherein X is chlorine or bromine and R.sup.1 and R.sup.2 have the meanings above is taught. In addition, a method of controlling weeds, both preemergence and postemergence, using a herbicidally effective amount of the compound of this invention is set forth. Finally, a composition is disclosed, comprising the compound of this invention and a carrier therefor.

Sulfites derived from alkynols and glycol ethers of phenylphenols are provided which are useful as insecticides and acaricides and which exhibit substantially reduced phytotoxicity than similarly used compounds. This invention also deals with the use of the novel sulfites in treating plants.

Control of insects and acarids with alkynyl phenylphenol divalent

Compounds having either of the structures ##STR1## have strong acaricidal activity, in which R is a phenyl or naphthyl group, or phenyl with certain designated substitution. Thus, mites may be controlled on such crops as cotton by applying such compounds as 2-(1-naphthyl)benzothiazoline or 2-(5-t-butyl-2-hydroxyphenyl)benzothiazole.

Control of acarids using certain benzothiazoles or benzothiazolines

New sulfites derived from alkynols and glycol ethers of phenylphenols are provided which are useful as insecticides and acaricides and which exhibit substantially reduced phytotoxicity than similarly used compounds. This invention also deals with the use of the novel sulfites in treating plants.

Alkynyl phenylphenol divalent aliphatic sulfites

Compounds having either of the structures ##SPC1## Have strong acaricidal activity, in which R is a phenyl or naphthyl group, or phenyl with certain designated substitution. Thus, mites may be controlled on such crops as cotton by applying such compounds as 2-(1-naphthyl)benzothiazoline or 2-(5-t-butyl-2-hydroxyphenyl)benzothiazole.

Growing community of inventors

Bethany, CT, United States of America

Rupert A Covey