Shell Oil Comapny

E.i. Dupont De Nemours and Company

Shell Development Company

James E Powell

Steven A Roman

Willy D Kollmeyer

Samuel B Soloway

George B Payne

Kanu Maganbhai Patel

Richard B Phillips

Kurt G Sundelin

James R Sanborn

Michael D Barker

Wendy S Taylor

Pierre Vogel

Claude H Aubin Le Drian

Herbicidal oxabicyclo ethers

Herbicidal oxabicycloalkane ethers

Phytotoxic 2-methyl-5-(heterocyclic)-pyrrole-3,4-dicarboxylates.

Phytotoxic 2-alkyl-5-(heterocyclic)-pyrrole-3,4-dicarboxylates

The present invention relates to novel tricyclo ether derivative compounds, to compositions containing these ether derivative compounds, and to methods of using these compounds or compositions to control the growth of undesired vegetation.

Herbicidal oxatricyclo-nonane ethers

Compounds of the Formula I, II, III, VI and VII ##STR1## wherein the symbols have defined meanings are herbicides, plant growth regulators or intermediates thereof.

4,7-dioxatricyclo(3.2.1.0.sup.3,6)octane ether

Compounds of the formula ##STR1## wherein X is (--CR.sub.4 R.sub.4 --).sub.m in which m is 0 or 1;

Oxabicycloalkane herbicides

Novel oxabicycloalkane ether of the formula ##STR1## wherein X is a single bond or --C(CH.sub.3).sub.2 -- and Y is a single bond or --CH.sub.2 -- with the proviso that both X and Y are not a single bond; R is H or --C(O)R.sup.3 in which R.sup.3 is H or certain hydrocarbyl groups; R.sup.1 is certain hydrocarbyl groups, or certain derivatives thereof, such as esters or carbamoyl compounds; and R.sup.2 is cyano or certain unsaturated, aromatic, heterocyclic, cycloalkyl, cycloalkenyl or secondary alkyl group, are useful as herbicides or plant growth regulators.

4-substituted-2-oxabicyclo[2.2.1]heptane ether herbicides

Compound of the formula ##STR1## wherein X is --C(O)Hal, --CN, or --C(O)Y in which Y is OR.sup.1 or NR.sup.1 R.sup.2 in which R.sup.1 and R.sup.2 are H or hydrocarbyl or the like and R are certain optionally substituted hydrocarbyl and heterocyclic groups, are useful as herbicides and plant growth regulators or intermediates thereto. The intermediate 6-hydroxy and 6-oxo-2-oxabicyclo[2.2.1]heptane-4-carbonitriles are also new.

2-oxabicyclo[2.2.1]heptan-6-ol ether herbicides

Intermediates for oxabicycloalkane herbicides

Certain substituted, 7-oxabicyclo[2.2.1]heptan-2-ols and -2-ones as

Certain substituted 3-cyclohexene-1-ol are intermediates to herbicides and plant growth.

A compound of the formula ##STR1## wherein each R is H or alkyl and W is an optionally substituted unsaturated, cycloalkyl, secondary alkyl, aromatic or heterocyclic group, are useful as plant growth regulators and herbicides. The corresponding 6-oxabicyclo[3.2.1]octan-4-ols and 6-oxabicyclo[3.2.1]-octan-4-ones are novel intermediates.

Trimethyl 6-oxabicyclo[3.2.1]octan-4-ols and 4-ones

Compounds of the formula ##STR1## wherein X is a single bond or --C(CH.sub.3).sub.2 ; Y is a single bond or --CH.sub.2 -with the proviso that both X and Y are not a single bond, and Z is H or alkyl; each R is H, hydroxy, oxo, methylene, alkyl or alkoxy, or one pair of adjacent R groups form a carbon-carbon bond; and R.sup.1 is H or alkyl, are useful as herbicides or plant growth regulators.

((3,4,5,6-Tetrahydro-2H-pyran-2-yl)methoxy)oxabicycloalkane herbicides

A compound of the formula ##STR1## wherein each R is H or alkyl and W is an optionally substituted unsaturated, cycloalkyl, secondary alkyl, aromatic or heterocyclic group, are useful as plant growth regulators and herbicides. The corresponding 6-oxabicyclo[3.2.1]octan-4-ols and 6-oxabicyclo[3.2.1]octan-4-ones are novel intermediates.

6-Oxabicyclo[3.2.1]octane derivatives and compositions and methods for

Certain spiro ether derivatives are useful as herbicides.

Growing community of inventors

Ripon, CA, United States of America

James E Powell