Abstract: A process for the preparation of 4,4'-dinitro-2,2'-di(trifluoromethyl)diphenyl ether according to the equation ##STR1## where X is F, Cl, Br or I, where the inorganic base is selected from the group consisting of alkali metal hydroxides, alkali metal carbonates, and alkali metal bicarbonates, in the presence of a catalytic quantity of a benzoate catalyst. 2,8-Dinitro-6,6,12,12,-tetrafluoro-6H,12H-dibenzo[b,f][1,5]dioxocin, the corresponding diamine and polyimides formed from the diamine are also disclosed.

Abstract: 3,5-Diaminobenzotrifluoride is prepared by reaction of 4-chloro-3,5-dinitrobenzotrifluoride with sodium formate in acetic acid, in the presence of sodium acetate and palladium on charcoal.

Abstract: Disclosed is a method of making 1,1'-sulfonylbis[3-nitro-5-(trifluoromethyl) benzene] by reacting dibenzotrifluoride sulfide with at least four equivalents of fuming nitric acid and at least four equivalents of fuming sulfuric acid at a temperature below 20.degree. C., until the sulfide link is oxidized to a sulfone link, then raising the temperature to above 20.degree. C. until the reaction is complete. Also disclosed is the preparation of 1,1'-sulfonylbis[3-nitro-(5-trifluoromethyl) benzenamine] by reducing the benzene compound.

Abstract: 3,4,6-Trifluorophthalic acid may be decarboxylated in a controlled manner to form 2,4,5-trifluorobenzoic acid by heating the phthalic acid in a dipolar aprotic solvent in the absence of any catalyst.

Abstract: Novel halogenated trifluoromethylbenzenes have the structural formula ##STR1## wherein X is halogen, preferably Cl, F or Br, and R is a group selected from the group consisting of --COOH, --C(O)NH.sub.2 and --CN. These compounds are intermediates for pesticidal trifluoromethyl diphenyl ethers and are converted thereto by replacing the fluorine para to the trifluoromethyl with substituted phenoxy group in aromatic nucleophilic substitution.

Abstract: 3,5-Diaminobenzotrifluoride can be produced, in a single step, by reacting 4-chloro-3,5-dinitro benzotrifluoride in a suitable solvent, with hydrogen gas, in the presence of a catalyst comprising palladium on a suitable carrier, and in the presence of a suitable base.

Abstract: p-Trifluoromethyl benzaldehydes are prepared by the catalytic reduction reaction of p-trifluoromethyl benzonitriles with hydrogen in an aqueous formic acid media in the presence of a nickel/aluminum alloy catalyst.

Abstract: This invention relates to novel fluorinated N,N-bis-imides of the formula ##STR1## wherein R is a bivalent radical of the formula ##STR2## The compounds are particularly useful as monomers in the preparation of high performance polymer.

Abstract: Plychlorophthalimides, specifically, N-substituted tetrachlorophthalimides and N-substituted trichlorophthalimides may be treated with zinc and a base in aqueous soluction to yield, after acidification, the product 3,5-dichlorophthalic acid or salts thereof.

Abstract: A process for the aromatization of 4-chlorotetrahydrophthalic anhydride and 4,5-dichlorotetrahydrophthalic anhydride which comprises heating a solution of either substance in the presence of activated carbon and in the partial absence of air.

Abstract: Chlorinated phthalic anhydrides are converted to fluorinated phthalic acids without dilactone formation by reacting an anhydride with a primary amine under anhydrous conditions to form the corresponding chlorinated-N-substituted phthalimide which in turn is reacted with a fluorinating agent under anhydrous conditions to form the corresponding fluorinated phthalimide which is hydrolyzed to form the corresponding fluorinated phthalic acid.In a preferred embodiment tetrachlorophthalic anhydride is refluxed with aniline in the presence of glacial acetic acid for 5 to 10 hours to form tetrachloro-N-phenylphthalimide which is reacted with KF in sulfolane in the presence of tributylhexadecylophosphonium bromide under nitrogen at 140.degree. C. to 160.degree. C. for 10 to 15 hours to form tetrafluoro-N-phenylphthalimide which in turn is hydrolyzed by refluxing with 50% H.sub.2 SO.sub.4 for 15 to 25 hours. The tetrafluoro-N-phenylphthalimide is a novel compound.

Abstract: 2-Chloro-4,5-difluorobenzoic acid may be prepared by decarboxylating 4,5-difluorophthalic anhydride or 4,5-difluorophthalic acid by heating in N-methyl-2-pyrrolidone or dimethyl acetamide optionally using copper, copper oxide, copper salts, or halides or salts of Zn, Cd, Ag and Ni as a catalyst to form 3,4-difluorobenzoic acid, reacting said 3,4-difluorobenzoic acid with a mixture of nitric and sulfuric acids to form 2-nitro-4,5-difluorobenzoic acid, reacting said 2-nitro-4,5-difluorobenzoic acid with elemental chlorine at a temperature of between 185.degree. and 195.degree. C. to form 2-chloro-4,5-difluorobenzoic acid.

Abstract: 4,5-Difluoroanthranilic acid may be prepared by decarboxylating 4,5-difluorophthalic anhydride or 4,5-difluorophthalic acid by heating in dimethyl acetamide, N-methyl-2-pyrrolidone or quinoline, optionally by reaction with copper, copper oxide, copper salts, or halides and salts of Zn, Cd, Ag and Ni as a catalyst, whereby 3,4-difluorobenzoic acid is formed; nitrating said 3,4-difluorobenzoic acid in a mixture of nitric and sulfuric acids to form 2-nitro-4,5-difluorobenzoic acid, and reducing said 2-nitro-4,5-difluorobenzoic acid to form 4,5-difluoroanthranilic acid.

Abstract: Disclosed is a method of making 1,1'-oxybis (3-nitro-5-trifluoromethyl)-benzene by heating a nitro benzofluoride compound having the formula ##STR1## where "X" is selected from the group consisting of NO.sub.2, Cl, and F, with an alkali metal fluoride selected from the group consisting of potassium fluoride, cesium fluoride, and mixtures thereof, in an organic solvent in the presence of water. The corresponding diamine, 5,5'-oxybis (3-trifluoromethyl)-benzamine, can be prepared by reducing the benzene compound.

Abstract: Disclosed is a method of selectively removing chlorine atoms in the order of fifth position first, fourth position second, and third position third from a chlorophthalic compound having at least two ring chlorine atoms such as a chlorophthalic acid or a chlorophthalic anhydride. The chlorophthalic compound is reacted in solution with a hydrodechlorinating metal in the presence of a base.

Abstract: 2-Chlorobenzylamine is prepared from 2-chlorobenzylchloride in a two-step process. In the first step, 2-chlorobenzylchloride is reacted with alkali metal phthalimide, preferably formed in situ from potassium carbonate and phthalimide, to form the novel intermediate 2-chlorobenzylphthalimide. In the second step, the phthalimide ring of the 2-chlorobenzylphthalimide is cleaved to form 2-chlorobenzylamine. The first step is preferably carried out in an unreactive solvent at 60.degree. C. to reflux temperature, for example, for 1 to 10 hours. The solvent is very preferably dimethylformamide which is advantageously recovered and used again as solvent in the conversion of 2-chlorobenzylchloride to 2-chlorobenzylphthalimide. The second step consists essentially, for example, of hydrazinolysis or hydrolysis.

Abstract: It has been discovered that 3,4,6-trifluorophthalic anhydride may be decarboxylated by heating in a polar aprotic solvent to yield 2,4,5-trifluorobenzoic acid.

Abstract: The instant invention relates to optically pure, L-(S)forms of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid compounds and their method of preparation from optionally pure L-phenylalanine precursor compounds and their preparation utilizing novel in situ cationic catalyst systems.

Abstract: 2,4,5-trifluorobenzoic acid is prepared by converting 4,5-di-fluoroanthranilic acid to the corresponding amine salt, converting the amine salt to the corresponding diazonium tetrafluoroborate and decomposing the tetrafluoroborate in a Schiemann reaction. In a preferred preparation, the 10 percent HCl is added to solid 4,5-difluoroanthranilic acid in sufficient amount to dissolve the solid at 70.degree. C., the amine salt is isolated, aqueous NaNO.sub.2 is added to the isolated amine salt at 0.degree. C., followed by addition of 40 to 50 percent aqueous HBF.sub.4 at 0.degree. C., followed by separation of the tetrafluoroborate by cooling and filtering and then drying, and the dried separated tetrafluoroborate is thermally degraded to 2,4,5-trifluorobenzoic acid by heating at 125.degree. to 140.degree. C.

Abstract: Polyfluorobenzenes are prepared by the decarboxylation of polyfluorophthalic acids or polyfluorobenzoic acids, in the presence of a Cu, CuO or Cu.sub.2 O catalyst in either quinoline or N-methyl-2-pyrrolidone as a solvent.