Rohm and Haas Company

Other

Wayne O Johnson

Roy Y Yih

Harlow L Warner

Michael C Seidel

Colin Swithenbank

Gerald E Kollman

Compounds of the formula: ##STR1## wherein X is hydrogen, halo, trihalomethyl, alkyl, nitro, or cyano; X.sup.1 is hydrogen, halo, or trihalomethyl; X.sup.2 is trihalomethyl or halo; Y is O, S, NH or NR.sup.1 ; R.sup.1 and R.sup.2 are the same or different radicals selected from hydrogen, alkyl, or mononuclear aralkyl; n is 1 to 5, and Z is carboxy, amino, mono- and dialkyl amino and when Z is carboxy; the agronomically acceptable salts, esters, thioesters and amides thereof, and compositions containing these compounds exhibit herbicidal activity.

Nitrodiphenyl ether herbicides

Compounds of the formula: ##STR1## wherein X is hydrogen, halo, trihalomethyl, alkyl, nitro, or cyano; X.sup.1 is hydrogen, halo, or trihalomethyl; X.sup.2 is trihalomethyl or halo; Y is O, S, NH or NR.sup.1 ; R.sup.1 and R.sup.2 are the same or different radicals selected from hydrogen, alkyl, or mononuclear aralkyl; n is 1 to 5, and Z is carboxy, amino, mono- and dialkyl amino and when Z is carboxy, the agronomically acceptable salts, esters, thioesters and amides thereof, and compositions containing these compounds exhibit herbicidal activity.

Nitrophenyl ether herbicides

Compounds of the formula ##STR1## wherein x is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,

Herbicidal amides of 4-trifluoromethyl-3'-carboxyl-4'-nitrodiphenyl

Compounds of the formula ##STR1## wherein X is a hydrogen atom, a halogen atom, a trihalomethyl group, or an alkyl group,

Herbicidal amides of 4-trifluoromethyl-3'-carboxyl-4'-nitro-diphenyl

Diphenyl ethers of the formula ##STR1## wherein R.sup.1 is hydrogen or halogen,

Herbicidal diphenyl ethers, sulfides, sulfoxides and sulfones

A process for preparing trifluoromethylphenyl nitro phenylethers which comprises treating a trifluoromethylhalobenzene with a base in a cosolvent system to afford a trifluoromethyl phenolate which may be isolated as its free phenol or reacted with an appropriately substituted halobenzene to afford a diphenylether herbicide or a precursor thereto.

Preparation of trifluoromethylphenyl nitrophenylethers

Compounds of the formula ##STR1## wherein X is a hydrogen atom, a halogen atom, a trihalomethyl group, an alkyl group, or a cyano group,

Herbicidal esters of 4-trifluoromethyl-3-carboxamido-4-nitro diphenyl

This disclosure teaches that certain halo aniline derivatives, when applied post-emergence to plants, effect a modification of the growth pattern of said plant.

Haloaniline derivatives as plant growth modifiers

Novel compounds belonging to the class of 3-carboxy (or the physiologically acceptable salts thereof), 3-carbalkoxy, and 3-carbamoyl-1-alkyl-4,6-disubstituted pyrid-2-ones. These compounds possess biological activity and in particular are gametocides and plant growth regulators. Novel 3-cyano-1-alkyl-4,6-disubstituted pyrid-2-ones are also disclosed as intermediates.

1-Alkylpyrid-2-ones

This invention relates to the selective herbicidal activity of fluoroaminopyridazines. In particular, these compounds exhibit preemergence and postemergence herbicidal activity on many of the major weeds including perennial weeds such as nutsedge and quackgrass. These compounds are particularly effective in selectively controlling weeds in agronomic crops.

Selective herbicidal activity of fluoroaminopyridazines

Diphenyl ethers of the formula ##STR1## wherein

Herbicidal diphenyl ethers

Herbicidal 4-trifluoromethyl-3-cyanoalkoxy-4-nitro diphenyl ethers

1-Alkylpyrid-2-one

Phenoxybenzoic acids and esters of the formula ##STR1## wherein R is hydrogen or alkyl and X is hydrogen or chlorine can be prepared by reacting the disalt of 3-hydroxybenzoic acid with a 3-chloro-4-halobenzotrifluoride. These phenoxybenzoic acids and esters can then be selectively nitrated to give the corresponding 2-nitro-5-(substituted)phenoxybenzoic acids and esters. The nitrated esters can also be prepared by first nitrating the corresponding acid and then esterifying with an appropriate alcohol.

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Warminster, PA, United States of America

Wayne O Johnson