Abstract: A 2-fluoroisobutyric acid ester can be obtained at a high yield in one pot by reacting a 2-hydroxyisobutyric acid ester with fluorosulfuric acid in the absence or presence of a hydrogen fluoride source, or by reacting a 2-hydroxyisobutyric acid ester with chlorosulfuric acid in the presence of a hydrogen fluoride source.

Abstract: A compound of the formula: ##STR1## wherein R and R' each is hydrogen or a protecting group, or acid addition salts thereof, useful as a selective insecticide.

Abstract: Pentafluorosulfanyl fluoroaliphatic carbonyl and sulfonyl fluorides, derivatives of the acid fluorides and the preparation and use of the acid fluorides and derivatives. The fluoroaliphatic moiety of said acid fluorides comprise at least three fully-fluorinated carbon atoms. The derivatives of the acid fluorides are useful as surface-active agents and surface-treating agents.

Abstract: 1,1,1-trifluoro-2-propene compounds which are useful in preparation of insecticidal, acaricidal and nematicidal arylpyrrole compounds are described. A method for the preparation of 1,1,1-trifluoro-2-propene compounds is presented.

Abstract: Novel fluorine-containing compounds and processes for producing the same are disclosed, the compounds being represented by the general formula (I): ##STR1## wherein R.sup.1 represents an alkyl group or an alkylvinyl group; R.sup.2 represents a fluoroalkyl group; and Y represents a carboxyl group, a chloroformyl group, an alkoxyalkoxycarbonyl group or a hydroxymethyl group.

Abstract: This invention pertains to a method for liquid phase fluorination for perfluorination of a wide variety of hydrogen-containing compounds.

Abstract: Difluoropropionic acid and derivatives thereof are prepared by bringing elemental fluorine in the presence of a solvent into an addition reaction with appropriate acrylic acids or derivatives thereof. In this way, it is also possible to obtain novel fluorinated esters of 2,3-difluoropropionic acid.

Abstract: 1,1,1-trifluoro-2-propene compounds which are useful in the preparation of insecticidal, acaricidal and nematicidal arylpyrrole compounds are described. A method for the preparation of 1,1,1-trifluoro-2-propene compounds is presented.

Abstract: Halogenated N-sulfamyl propionamidine addition salts corresponding to the formula ##STR1## are provided, in which X represents halogen and A represents an acid selected from sulfuric acid, nitric acid, benzenesulfonic acid; toluenesulfonic acid; 2,4,5-trichlorobenzenesulfonic acid; trichloroacetic acid; trifluoroacetic acid or methanesulfonic acid. They are useful as intermediates in the preparation of famotidine. They are prepared by reacting a halogenated propionitrile with the respective acid.

Abstract: The halogenotetrafluoropropionic acid 3-iodotetrafluoropropionic acid of the formula ICF.sub.2 CF.sub.2 COOH, it is prepared by reacting iodine, tetrafluoroethylene and ethylene in a one-pot reaction under specific conditions, reacting the resulting compound ICF.sub.2 CF.sub.2 CH.sub.2 CH.sub.2 I with a base in order to eliminate hydrogen iodide and oxidizing the compound ICF.sub.2 CF.sub.2 --CH.dbd.CH.sub.2 thus obtained to give 3-iodotetrafluoropropionic acid. The halogenotetrafluoropropionic acid is an advantageous starting compound for the preparation of valuable unsaturated compounds containing functional groups.

Abstract: A process for producing trifluoroacetic acid and trifluoroacetyl chloride from 1,1-dichloro-2,2,2-trifluoroethane, oxygen and water as starting materials, characterized in that the starting materials are reacted in a vapor phase in a reactor of perfect mixing type to avoid local heating, under a condition not to liquefy the starting materials and reaction products, while continuously supplying the starting materials and continuously withdrawing the reaction products, so as to obtain a reaction mixture comprising trifluoroacetyl chloride as the main product and trifluoroacetic acid as an accompanying product.

Abstract: A fluorocarbon carboxylic acid Rf(COOH).sub.m (Rf is C.sub.1 -C.sub.10 perfluoroalkyl group, m is 1 or 2) is prepared by the steps of hydrolyzing Rf(COF).sub.m with water to obtain an acidic solution, neutralizing the acidic solution with aqueous solution of KOH to form Rf(COOK).sub.m, precipitating and separating Rf(COOK).sub.m from the solution and converting Rf(COOK).sub.m into Rf(COOH).sub.m by acid decomposition. The content of free fluorine can extremely be reduced by treating Rf(COOK).sub.m with sulfuric acid and silica. The mother liquor is recycled after removing KF by treatment with a metal hydroxide and replenishing with KOH. In preparing a fluorocarbon sulfonic acid RfSO.sub.3 H (Rf is C.sub.1 -C.sub.3 perfluoroalkyl group) in substantially the same way, RfSO.sub.3 K is formed in aqueous solution of KOH by bringing gaseous RfSO.sub.2 F into contact with the KOH solution under normal pressure, while controlling the feed rate of RfSO.sub.

Abstract: An optically active functional compound represented by the following formula (1) is disclosed: ##STR1## wherein R denotes an alkyl group having 1-14 carbon atoms; -X- denotes ##STR2## denotes a single bond, ##STR3## n=0, 1 or 2; and C* denotes an asymmetric carbon atom. The compound of the formula (1) may be produced through an optically active compound of the following formula (2) or (3): ##STR4## The compounds of the above formulas (1)-(3) are all characterized by a trifluoromethyl group providing a large spontaneous polarization attached to an asymmetric carbon atom.

Abstract: This invention relates to compounds which simultaneously contain a perfluorinated chain and a hydrogenated chain and which correspond to the general formula: ##STR1## in which R.sub.F is a perfluoroalkyl radical, m an integer from 0 to 2, R.sub.H an alkyl radical, X an OH or NR.sub.1 R.sub.2 group, and R.sub.1 and R.sub.2 are hydrogen atoms or methyl radicals. The amides (X=NR.sub.1 R.sub.2) are prepared by photoamidation of the polyfluoroolefins R.sub.F --(CH.sub.2).sub.p --CH.dbd.CH--C.sub.n H.sub.2n+1 where p is equal to 0 or 1 and n is an integer from 1 to 17, and the acids (X=OH) are prepared by hydrolysis of the amides thus obtained.The acids and their salts may be employed as surface-active agents or, as also the amides, as intermediates for the synthesis of such agents.

Abstract: .beta.-substituted polyfluoropropionate salts, derivatives and copolymers and processes for the preparation thereof.

Abstract: The invention relates to the synthesis of bromofluoroacetic acids of formula: ##STR1## in which X is a hydrogen, fluorine, chlorine or bromine atom. These acids are prepared by reacting a compound of formula: ##STR2## dissolved in concentrated hydrobromic acid, X having the same meaning as above and R representing a hydrogen atom or an alkyl or aryl radical, with gaseous hydrogen bromide.

Abstract: A process for preparing alkali metal salts of trifluoroacetic acid in the anhydrous and crystalline state. In a first stage, trifluoroacetic acid is neutralized with an alkaline agent in a medium consisting essentially of an alcohol containing 3 to 4 carbon atoms. In a second stage, the water formed by the neutralization reaction is removed by azeotropic distillation. In a third state, the remainder not removed by distillation in the second stage is treated by adding a hydrocarbon which does not solubilize an alkali metal trifluoroacetate and which forms an azeotrope with the alcohol to separate crystals of anhydrous alkali metal trifluoroacetate.

Abstract: A process is described for the preparation of perfluorocarboxylic acids by oxidizing perfluoroalkylalkenes with permanganate in aqueous solution, catalytic amounts of at least one quaternary ammonium salt containing alkyl and/or arylalkyl groups being added. It is possible by these means to prepare even perfluorocarboxylic acids having a fairly long chain in a high state of purity in a readily controllable reaction and in a good space-time yield.

Abstract: One-step process for preparing anhydrous, organic acid alkali or alkaline earth metal salts by contacting and reacting an organic or polymeric acid fluoride, anhydride or ester and an organic alkali or alkaline earth metal silanolate.

Abstract: Trifluoroacetic acid is easily formed by hydrolysis of 1,1,1-trichloro-2,2,2-trifluoroethane with water in the presence of a catalyst comprising an inorganic metal compound, preferably a chloride of Mn, Fe, Co, Ni, Cu or Zn. Preferably the hydrolysis reaction is carried out as a vapor phase contact reaction at 200.degree.-400.degree. C., using 5-15 moles of water per mole of trichlorotrifluoroethane.

Abstract: A process for separating the ammonium salt of a selected fluoroalkanoic acid and a selected hydrocarbyl oxyethoxylatedpolyether from aqueous dross liquor which comprises:A. extracting the ammonium salt (in the form of its corresponding acid) and the ethoxylated compound from an acidified aqueous dross liquor by agitating with a selected organic liquid and separating the organic liquid layer,B. (1) contacting said organic liquid layer with activated alumina,(2) washing and drying the alumina and contacting it with ammonium hydroxide,C. boiling the organic liquid obtained in step B1 until the ethoxylated compound remains.

Abstract: A fluorine-containing aromatic derivative is produced by causing a di(haloacyl)peroxide to react upon benzene, a mono-substituted benzene, naphthalene, or a mono-substituted naphthalene thereby introducing an X(CF.sub.2).sub.n -group into the benzene ring or the naphthalene ring.

Abstract: A process for recovering a fluoroalkanoic acid from an aqueous medium which comprises treating an aqueous mixture containing the acid or a selected salt of the acid with a selected quaternary ammonium salt to form an organic compound, contacting the resulting mixture with a chlorinated hydrocarbon liquid to extract the organic compound from the aqueous liquid into the organic liquid, distilling the extractant, then acidifying the organic compound and steam distilling.

Abstract: A novel fluorinated copolymer is prepared by copolymerization of a fluorinated olefin with a novel sulfur containing fluorinated vinylether of the formula: ##STR1## wherein k is 0 or 1 and l is an integer of 3 to 5, which is prepared from starting materials which are also novel. Said copolymer is useful for preparation of a fluorinated cation exchange membrane having carboxylic acid groups and/or sulfonic acid groups which can be used advantageously in electrolysis of an aqueous alkali metal halide solution with improved electrolysis performance.

Abstract: A process for separting the ammonium salt of a selected fluoroalkanoic acid from a selected hydrocarbyl oxyethoxylated polyether which comprises:A. extracting the ammonium salt (in the form of its corresponding acid) and the ethoxylated compound from an acidified aqueous mixture by agitating with a selected organic liquid and separating the organic liquid layer,B.1) contacting said organic liquid layer with activated alumina,B.2) washing and drying the alumina and contacting it with ammonium hydroxide,C. boiling the organic liquid obtained in step B.1) until the ethoxylated compound remains,D.1) acidifying the ammonium hydroxide solution obtained in step B.2) and isolating the denser organic phase from the lighter aqueous phase formed,D.2) steam distilling the organic phase after acidifying it and collecting the organic portion,D.3) steam distilling said organic portion in the presence of an acid and a non-volatile oxidizing agent and collecting the fluoroalkanoic acid distilled,D.

Abstract: A novel fluorinated cation exchange membrane containing carboxylic acid groups and sulfonic acid groups, both in the form of a specific pendant structure, the carboxylic acid groups being at least 20% on one surface of the membrane and gradually decreasing toward the innerside of the membrane, which membrane is useful in electrolysis of an aqueous alkali metal halide solution with advantageously stable performance for a long term under more severe operational conditions than those conventionally used. The membrane can be prepared from a novel copolymer of a fluorinated olefin with a novel sulfur containing fluorinated vinylether of the formula: ##STR1## wherein k is 0 or 1, l is an integer of 3 to 5, Z is --S-- or --SO.sub.2 -- and R is C.sub.1 -C.sub.10 alkyl, an aryl, C.sub.1 -C.sub.10 perfluoroalkyl.

Abstract: Fluorocarboxylic acids are prepared by metering fluoronitroaliphatic compounds into a mineral acid which has been initially introduced.

Abstract: 1-Fluoro-1,1,5-trinitro-3-oxa-5-azahexane which is prepared by reacting one mole of 2-fluoro-2,2-dinitroethanol with one mole of an acetate of the formula ##STR1## wherein R is --CF.sub.3 or CH.sub.3.

Abstract: Monofluoromethylthioacetic acid (FCH.sub.2 SCH.sub.2 COOH) or difluoromethylthioacetic acid (F.sub.2 CHSCH.sub.2 COOH), or its derivative at the carboxy group can be prepared e.g. by treating a thioglycolic acid ester with monolfuorohalomethane or difluorohalomethane in the presence of a base if required followed by a conventional modification of the produced ester e.g. to make an acid by hydrolysis, a salt by neutralization, a halide with a halogenating agent, and from acid halide or anhydride an ester with an alcohol, or an amide with an amine. These compounds are useful intermediates in the production of medicinal and agricultural chemicals.

Abstract: The process for making a fluorinated product comprising reacting a perfluoroalkyl iodide and an olefin in the presence of a finely divided zinc and an acidic solvent.

Abstract: .beta.-substituted polyfluoropropionate salts, derivatives and copolymers and processes for the preparation thereof.

Abstract: An apparatus and process useful in direct fluorination of a variety of compositions, as well as the fluorinated compositions themselves, are disclosed.The apparatus comprises a cryogenic zone reactor, such as a packed column reactor, suitably divided into a plurality of independently controllable cryogenic temperature zones. Means are also provided to introduce a reactant to be fluorinated as well as to introduce a mixture of fluorine gas and an inert gas.New fluorinated compounds are also disclosed. These include: perfluoro-2-methoxyethyl ether; perfluoro-1,4-dioxane; perfluoro-2,5-diketohexane; perfluorohexamethylethane; and monohydropentadecafluoroadamantane.Additionally, new syntheses for trifluoroacetic acid, a commercially significant bulk chemical, are disclosed. One synthesis comprises producing perfluorooethyl acetate by direct fluorination using a cryogenic zone reactor, followed by hydrolysis of perfluoroethyl acetate. Two moles of the acid are produced for each mole of ester.

Abstract: Saturated perfluoroalkane-1-carboxylic acids having 6 to 14 C atoms are prepared by reacting the corresponding 1-iodoperfluoroalkanes at temperatures of 100.degree. to 180.degree. C. with fuming sulfuric acid containing 15 to 45% by weight of dissolved sulfur trioxide. The two liquid phases which are formed are separated. The lighter phase is mixed with 0.3 to 6% of its weight of water and is distilled at a pressure of 0.3 to 100 kPa. The heavier phase is mixed with 0.7 to 1.5 moles of water per mole of sulfur trioxide employed and is cooled to 0.degree. to +30.degree. C. and the precipitated iodine is filtered off. After the addition of sulfur trioxide, the liquid filtrate can be re-used.Perfluoroalkan-1-oic acids are obtained in a high state of purity and the bulk of the iodine is recovered in the elementary form.

Abstract: A novel fluorine-containing compound of the formulaR.sub.1 --A--R.sub.2whereinA is ##STR1## R.sub.1 and R.sub.2 are each hydrogen or R.sub.3 OOC--CH.sub.2).sub.n, while R.sub.1 and R.sub.2 may not be hydrogen at the same time; X is hydrogen or halogen; R.sub.3 is hydrogen or a lower alkyl group; m is an integer of 1 to 5; and n is an integer of 4 to 11, and a process for preparing the same.

Abstract: This invention pertains to the production of higher homologues of aliphatic carboxylic acids by reaction of said acids with carbon monoxide and hydrogen in the presence of one or more palladium-containing catalysts in combination with a Group VB tertiary donor ligand and in the presence of an iodide or bromide promoter.

Abstract: To elute fluorinated emulsifying acids, especially perfluoro-carboxylic acids, from basic anion exchangers a mixture of dilute mineral acid and polar organic solvents is used. The solvent should be miscible with water preferably to an extent of at least 40%. By this process the required amount of eluent and the time of elution can be reduced while simultaneously the amount of recovered emulsifying acid can be improved. The process is especially suitable for the recovery of fluorinated emulsifiers in the coagulation or concentration of fluoropolymer latices.

Abstract: This invention pertains to the production of higher homologues of aliphatic carboxylic acids by reaction of said acids with carbon monoxide and hydrogen in the presence of one or more ruthenium catalyst components and an iodide or bromide promoter.

Abstract: This invention relates to compounds having the formula ##STR1## in which R.sub.F is a perfluoro radical C.sub.n F.sub.2n+1 with n=1-20, and R is a C.sub.1-20 alkyl radical, a C.sub.4-15 cycloalkyl radical, a C.sub.5-20 cycloalkyl-alkyl radical, or a C.sub.6-20 aromatic radical.Said compounds constitute valuable intermediates for the synthesis of surface-active agents.

Abstract: A process is disclosed for the preparation of derivatives of perfluoroalkanecarboxylic acids and perfluoroalkanesulphinic acids by reacting a perfluoroalkylhalide having the general formula R.sub.F X, in which X represents an atom of chlorine, bromine, or iodine, and R.sub.F represents an unbranched or branched perfluorinated chain containing from 2 to 12 carbon atoms; with CO.sub.2 or SO.sub.2 in a solvent medium and in the presence of activated or unactivated zinc.

Abstract: A method for reducing indole compounds to the corresponding indoline compounds substantially free of undesirable side reactions is described. The method involves contacting an indole compound with a borane complex reagent in the presence of trifluoroacetic acid. The method is rapidly and readily carried out and provides an excellent method for preparing certain indoline compounds from the corresponding indole compounds. A novel dioxyborane useful as a borane reagent is also disclosed.

Abstract: The trisubstituted (2,5-dihydroxyphenyl)phosphonium hydroxide inner salts and their hydrolyzed derivatives are novel latent catalysts for promoting reaction between vicinal epoxides and phenols and/or carboxylic acids (or anhydrides). Precatalyzed epoxy resins are easily prepared using such catalysts.

Abstract: 6-Substituted-2-halofluoromethyl-1,2-dihydro-2-hydroxy-1-methyl-4-phenylqui nazolines and their use as intermediates in the preparation of 3-fluorobenzodiazepines, which are useful as tranquilizers, muscle relaxants and sedatives.

Abstract: A process for producing isocyanates along with hydrogen fluoride and metal carboxylates by reacting a metal salt of an N-organic carbamic acid, RNHCO.sub.2 M, and an acyl fluoride.

Abstract: An apparatus and process useful in direct fluorination of a variety of compositions, as well as the fluorinated compositions themselves. The apparatus comprises a cryogenic zone reactor, such as a packed column reactor, divided into a plurality of independently controllable cryogenic temperature zones. Means are also provided to introduce a reactant to be fluorinated as well as to introduce a mixture of fluorine gas and an inert gas. The direct fluorination process is carried out in the reactor as described above. At least the first zone of the reactor is chilled to a temperature below the freezing point of the reactant to be fluorinated. The reactant is then introduced into the reactor wherein it condenses upon a suitably provided fluorination surface, such as copper column packings. A mixture of fluorine gas and an inert gas, with the fluorine gas initially comprising a very small percentage of the mixture, but gradually increasing as fluorination proceeds, is then introduced into the reactor.