Abstract: A novel trifluoropropyl derivative of mono-substituted benzene represented by the general formula: ##STR1## wherein R is halogen atom, trifluoromethyl, n-octyl, n-dodecyl, or phenoxy group not substituted or mono-substituted by 3,3,3-trifluoropropyl group, and n is an integer of 1, 2 or 3, with the proviso that the total number of 3,3,3-trifluoropropyl group of the derivative of mono-substituted benzene is at most 3, and a process for producing the derivative of mono-substituted benzene.

Abstract: 3,7-Substituted phenoxiodinin-5-ium compounds are effective against a variety of aerobic and anaerobic bacteria as well as fungi. The compounds of this invention may be prepared by the direct iodination of a suitably substituted diphenyl ether with iodosyl sulfate in concentrated sulfuric acid. The resulting bisulfate anion may be exchanged with a desired anion by standard metathetic processes.

Abstract: The herbicidal 4-trifluoromethyl-3'-oxygen-substituted-4'-substituted diphenyl ethers comprise a class of compounds that are highly effective herbicides.

Abstract: The herbicidal 4-trifluoromethyl-3'-nitrogen-substituted-4'-substituted diphenyl ethers comprise a class of compounds that are highly effective herbicides.

Abstract: The herbicidal-4-trifluoromethyl-3'-carbon-substituted-4'-substituted diphenyl ethers comprise a class of compounds that are highly effective herbicides.

Abstract: Phenoxytoluene derivative is chlorinated in a very high yield and selectivity in the presence of nitrogen-, sulfur-, phosphorus- or oxygen-containing compound which is capable of forming a charge-transfer complex with chlorine, chlorine radical or organic halogen compound, together with radical initiator and organic halogen compound.

Abstract: Anti-inflammatory compositions are prepared which comprise a therapeutically effective amount of a compound of the formula ##STR1## wherein X is CO or CHOH; Y is CO; the dotted line represents a double bond which is present or absent; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, methyl, trifluoromethyl, methoxyl, hydroxyl, acetoxyl, nitro or amino; R.sub.3 is alkyl of 3 to 8 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, alkenyl of 3 to 8 carbon atoms, cycloalkenyl of 5 to 8 carbon atoms or phenyl unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of fluorine, chlorine, bromine, methyl, ethyl, methoxyl, ethoxyl, benzyloyl, hydroxyl, acetoxyl, trifluoromethyl, nitro, amino, acetyl, methylthiol, methylsulphonyl, methylamino and dimethylamino. Compounds of formula I above are also novel.

Abstract: A side chain of m-phenoxytoluene is brominated with a polyhalogenated ethane having the formula ##STR1## wherein W and Z respectively represent Cl or Br and X and Y respectively represent Cl, Br or H, as a brominating agent in a liquid phase in the presence of an amorphous carbon.

Abstract: A method of preparing a diphenyl ether compound of the formula (II) ##STR1## wherein X is F, Cl or Br; Z is hydrogen, halogen, NO.sub.2 of CN; and W is methyl, cyano, CH.sub.3 CO--, or a group --C--OR, wherein R is --OH; --OM wherein M is a cation; OR.sup.1 wherein R.sup.1 is an optionally substituted aliphatic radical; --NR.sup.2 R.sup.3 wherein R.sup.2 and R.sup.3 are each hydrogen or an optionally substituted aliphatic radical; or --NHSO.sub.2 R.sup.4 wherein R.sup.4 is alkyl of 1 to 6 carbon atoms, which comprises reacting a 3-X-substituted-4,5-difluorobenzotrifluoride with a salt of a 3,4-W,Z-substituted phenol. The invention further comprises novel 3-X-4,5-difluorobenzotrifluorides for use in the process.

Abstract: Reaction of 3-phenoxytoluene with bromine at elevated temperature yields 3-phenoxybenzyl bromide, 3-phenoxybenzal bromide, or a mixture thereof. In contrast to teachings of the prior art, phosphorus halide catalysis or u.v. activation is not required to achieve a desirable amount of side-chain bromination with a minimum of nuclear halogenation. For example, it was observed that at 265.+-.5.degree. C., good yields of the desired benzyl and benzal bromide were obtained, but no nuclear halogenated by-product was detected by gas chromatography. The comparable chlorination is also effective.

Abstract: Diaryl ethers such as 3-phenoxytoluene are made by heating an aromatic hydroxy compound or mixture of such compounds with aluminum or an aluminum phenoxide forming compound such as aluminum trialkyl.

Abstract: Phenolic compounds are etherified by contacting at elevated temperature with a mixture of methyl trichloroacetate and either a primary alkyl halide or an aromatic halide containing strongly electron-withdrawing groups in the presence of an initiator.

Abstract: The invention describes cyclopropanecarboxylic acid .alpha.-allenyl-3-phenoxybenzyl esters of the formula ##STR1## wherein X.sub.1 is halogen and each of Y.sub.1 and Y.sub.2 is hydrogen or halogen, a process for the production of these compounds, and the use thereof for controlling a variety of pests of animals and plants. The intermediates of the formula ##STR2## wherein X is hydroxyl or halogen and each of Y.sub.1 and Y.sub.2 is hydrogen or halogen, are also described.

Abstract: Compounds of the formula I ##STR1## in which Z, Z.sub.1, R, m and p are as defined in patent claim 1, can be obtained in a simple and economical manner by a novel process wherein a halide of the formula II ##STR2## is reacted with a substituted or unsubstituted vinylbenzene or vinylnaphthalene derivative in the presence of a base and of certain palladium catalysts, such as palladium acetate. The compounds (I) or functional derivatives preparable therefrom are useful, for example, for the preparation of known dyes or fluorescent brighteners, or can be used directly as fluorescent brighteners or as scintillators.

Abstract: Highly purified brominated aromatic compounds such as decabromodiphenyl ether, pentabromophenol, and the like may be obtained by grinding the crude brominated product to provide particles predominantly less than about 20 microns in diameter and thereafter heating the crude ground brominated product for a time and at a temperature in order to effect substantial removal of the bromine and hydrogen bromide impurities therefrom. Optionally, the product may be ground a second time after the heating step to optimize product particle size and liberate residual impurities. The foregoing procedure is especially effective where the brominated compound is a thermally stable solid under the conditions of treatment and is substantially free from impurities containing aliphatic and alicyclic hydrocarbon groups.

Abstract: Reaction of 3-phenoxytoluene with bromine at elevated temperature yields 3-phenoxybenzyl bromide, 3-phenoxybenzal bromide, or a mixture thereof. In contrast to teachings of the prior art, phosphorus halide catalysis or u.v. activation is not required to achieve a desirable amount of side-chain bromination with a minimum of nuclear halogenation. For example, it was observed that at 265.+-.5.degree. C., good yields of the desired benzyl and benzal bromide were obtained, but no nuclear halogenated by-product was detected by gas chromatography.

Abstract: A process for the preparation of 4-fluoro-3-phenoxytoluene of the formula ##STR1## comprising reacting 3-bromo-4-fluoro-toluene of the formula ##STR2## with an alkali metal or alkaline earth metal phenolate in the presence of copper as catalyst and in the presence if isoquinoline as diluent at a temperature between about 100.degree. and 200.degree. C. Advantageously the reaction is effected in the presence of about 0.9 to 1.5 mols of potassium or magnesium carbonate, about 1 to 1.2 mols of the phenolate, about 1 to 50 g of copper, copper(I) oxide, copper(I) chloride or copper (I) bromide as catalyst and about 150 to 1,500 ml of isoquinoline per mol of 3-bromo-4-fluoro-toluene.

Abstract: A process for brominating m-phenoxytoluene with a polyhaloethane having the formula ##STR1## wherein W and Z respectively represent Cl or Br and X and Y respectively represent Cl, Br or H in a liquid phase.

Abstract: The Ullman reaction for the preparation of diaryl ethers by coupling aryl halides with metal phenolates is conducted in the presence of at least one tertiary amine sequestering agent having the formula:N--CHR.sub.1 --CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.

Abstract: Benzenoid ethers/thioethers are prepared by reacting an activated halobenzene with an anionic reactant, RA.sup.- M.sup.+, in the presence of at least one tertiary amine sequestering agent having formula:N--CHR.sub.1 --CHR.sub.2 --O--CHR.sub.3 --CHR.sub.4 --O--.sub.n R.sub.5 ].sub.

Abstract: A process for the perbromination of phenol and diphenyl ether by brominating the corresponding compound in bromine as the sole reaction medium using metal and metal-containing catalysts at an elevated initial reaction temperature of at least about 35.degree. C., preferably at least about 45.degree. C., substantially enhances reaction productivity without adversely affecting product yield or quality.

Abstract: The compound p-phenoxybenzotrichloride, useful as an intermediate in the preparation of various pesticides and monomers for the production of polyketone polymers, is prepared by the light-catalyzed reaction of p-phenoxytoluene with chlorine.

Abstract: A process for the preparation of 4-fluoro-3-phenoxy-toluene of the formula ##STR1## comprising reacting 3-bromo-4-fluoro-toluene, of the formula ##STR2## with potassium phenolate, or with sodium phenolate in the presence of a potassium salt, in a diluent in the presence of copper as catalyst at a temperature between about 120.degree. and 180.degree. C.

Abstract: 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.

Abstract: A process for the preparation of a substituted vinyl-cyclopropanecarboxylic acid ester of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is alkyl with 1-4 carbon atoms or halogen,R.sup.3 is halogen, phenoxy or phenoxy substituted by alkyl with 1-4 carbon atoms or by halogen,R.sup.4 is halogen or methyl, andn is 0, 1, 2, 3 or 4,comprising saponifying with alkali an ester of the formula ##STR2## in which R.sup.5 is alkyl with 1-4 carbon atoms,thereby to replace R.sup.5 by an alkaline salt group, and directly reacting such salt without intermediate purification with a benzyl chloride of the formula ##STR3## Advantageously the benzyl chloride is obtained by the gas-phase photochlorination of a compound of the formula ##STR4## the chlorination proceeding to about 25 to 75%, and the chlorination mass being employed directly without isolation.

Abstract: m-(.alpha.-Bromoethyl)diphenyl ether is prepared by a free radical bromination of m-ethyldiphenyl ether.

Abstract: A process for chlorinating m-phenoxytoluene by reaction with sulphuryl chloride in the presence of an initiator, in which the initiator is added not only at the beginning of, but also during, the reaction, and/or in which the initiator is a tert-butyl peralkanoate, and/or in which the reaction solvent is perchloroethylene and/or in which the m-phenoxytoluene and sulphuryl chloride are used in substantially equimolar amounts.

Abstract: 3-Phenoxy-fluoro-benzyl carboxylic acid esters of the formula ##STR1## in which R.sup.2 is hydrogen, cyano or ethynyl,R.sup.3 is ##STR2## R.sup.4 and R.sup.5 represent chlorine, bromine or methyl, and R.sup.6 is phenyl or phenyl substituted with halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, nitro or methylenedioxy,which possess arthropodicidal properties. The alcohols are also new.

Abstract: Crude halogenated organic products, especially products consisting of partially halogenated diphenyl ethers alone or in admixture with other materials may be purified by contacting the crude brominated product with a finely divided basic solid such as a carbonate or bicarbonate of an alkali metal or ammonia for a time and at a temperature sufficient to enhance the purity thereof. The purification step may be performed in the presence of an organic solvent or by adding the basic solid directly to molten crude products in the presence of a small amount of water.

Abstract: Process for the side-chain chlorination of aromatic compounds completely halogenated in the nucleus, containing methyl groups, and having the general formulas: ##STR1## wherein y=1 or 2, z=0 to 1, x=6-(y+z), n=0 to 8 and k=(8-n) and the methyl groups are, respectively, in the ortho, meta or para position to one another and in the p-position to the oxygen bridge, by thermal chlorination in the liquid phase. The bis-monochloromethyl compounds of formula (II) are novel compounds. The chlorination products are useful as intermediates.

Abstract: Fluorine substituted phenoxybenzylcarbonyl derivatives of the formula ##STR1## in which R.sup.1 represents hydrogen, cyano or ethynyl andR.sup.2 represents the radical ##STR2## wherein R.sup.3 and R.sup.4, which are identical, each represent chlorine, bromine or methyl, orR.sup.2 represents the radical ##STR3## wherein R.sup.5 represents a phenyl ring which optionally carries one or more substituents each selected independently from halogen, alkyl, alkylthio and alkoxy each with 1-4 carbon atoms, nitro and methylenedioxy,which possess arthropodicidal properties. The benzyl alcohol components of these esters are also new.

Abstract: Novel spiro[dibenz(b,f)oxepin-piperidine]s and methods of preparing same are described. These compounds are useful as analgetics, tranquilizers and anticonvulsants.

Abstract: A process for the preparation of a substituted fluorobenzene of the formula ##STR1## in which R is alkyl, alkoxy, halogen, amino, acylamido, carboxyl, benzyloxy, aryloxy, or benzyloxy or aryloxy carrying at least one alkyl, alkoxy, halogen or halogenoalkyl substituent,R.sup.1 each independently is alkyl or halogen, andn is an integer from 0 to 4, comprising reacting an N-aryl-N',N'-dialkyl-triazene of the formula ##STR2## in which Alkyl is alkyl with 1 to 4 carbon atoms, with about a 5 to 25-fold molar excess of anhydrous hydrofluoric acid at a temperature between about -20.degree. and +150.degree. C.

Abstract: Novel oxiodinium and thiaiodinium compounds having a superior inhibitory effect against micro-organisms coupled with outstanding stability and low toxicity are described.

Abstract: New insecticides, organic esters wherein the alcohol moiety is .alpha.-trifluoromethyl-3-phenoxybenzyl alcohol and the acid moiety is a pyrethroid carboxylic acid, are described and shown to control a broad spectrum of insects, including acarids.

Abstract: Beta-diketones substituted by an aryl-aliphatic group in which the aliphatic chain is interrupted by a cyclic group, and useful as anti-viral agents, are prepared by interacting the appropriate aryl-aliphatic halide with an alkali metal salt of a beta-diketone.

Abstract: Alkynols of the formula, ##STR1## wherein X is F, Cl or Br; n is 0 or 1; m is 0 or 1 and R (if m is 0) is hydroxyalkyl of 1-6 carbon atoms or (if m is 1) alkyl, straight-chain hydroxyalkyl or straight-chain tetrahydropyran-2-yloxyalkyl of 2-6 carbon atoms in the alkyl, have anti-inflammatory activity.

Abstract: 3-Phenoxytoluene is selectively chlorinated at the methyl moiety by treating it with sulfuryl chloride in the presence of a free-radical initiator in a specified manner under specified conditions.

Abstract: Compounds of the formula ##STR1## wherein R.sub.1 represents hydrogen, methyl or iodine,R.sub.2 represents hydrogen, methyl or ethylR.sub.3 represents hydrogen or methylR.sub.4 represents hydrogen, C.sub.1 -C.sub.3 alkyl; C.sub.1 -C.sub.3 alkoxy; halogen or nitro, andZ represents oxygen, or the group --CH.sub.2 O--, whereby the CH.sub.2 -group is bound to the phenyl nucleus,And their use for the control of insects are disclosed.

Abstract: Compounds of the formula: ##STR1##The compounds can be produced by reacting the corresponding 4,4'-bis-(halogenmethyl)-ar-octahalogendiphenylethers with at least 2 moles of alkali acetate or formiate in the presence of alcohol as transesterification agent and solvent. The compounds are useful as intermediates for the production of insecticides, herbicides or hydrophobizing agents.