Abstract: The present disclosure relates to a process for producing 1,1,2-trichloroethane. According to the present disclosure, a process for producing 1,1,2-trichloroethane with a simplified equipment and a high reaction yield is provided.

Abstract: This invention provides a process for producing 2,3,3,3-tetrafluoropropene, the process comprising: (1) a first reaction step of reacting hydrogen fluoride with at least one chlorine-containing compound selected from the group consisting of a chloropropane represented by Formula (1): CClX2CHClCH2Cl, wherein each X is the same or different and is CI or F, a chloropropene represented by Formula (2): CClY2CCl?CH2, wherein each Y is the same or different and is CI or F, and a chloropropene represented by Formula (3): CZ2?CClCH2Cl, wherein each Z is the same or different and is CI or F in a gas phase in the absence of a catalyst while heating; and (2) a second reaction step of reacting hydrogen fluoride with a reaction product obtained in the first reaction step in a gas phase in the presence of a fluorination catalyst while heating. According to the process of this invention, 2,3,3,3-tetrafluoropropene (HFO-1234yf) can be obtained with high selectivity, and catalyst deterioration can be suppressed.

Abstract: The present invention relates to a novel a process for the preparation of 9-dichloromethylene-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-ylamine which process comprises a) reacting cyclopentadiene in the presence of a radical initiator and CXCl3, wherein X is chloro or bromo, to a compound of formula I1, or aa) reacting cyclopentadiene with CXCl3, wherein X is chloro, in the presence of a metal catalyst to a compound of formula I1, wherein X is chloro, b) reacting the compound of formula I1 with a base in the presence of an appropriate solvent to the compound of formula III, c) and converting the compound of formula III in the presence of 1,2-dehydro-6-nitrobenzene to the compound of formula IV, and d) hydrogenating the compound of formula IV in the presence of a metal catalyst.

Abstract: A method of producing a chlorinated hydrocarbon having 3 carbon atoms, comprising a conversion step for converting a chloropropane represented by the following formula (1) into a chloropropane represented by the following formula (2) by reacting it with chlorine in the presence of anhydrous aluminum chloride. CCl3—CCl(2-m)Hm—CCl(3-n)Hn??(1) (In the above formula (1), m is 1 or 2, and n is an integer of 0 to 3.) CCl3—CCl(3-m)H(m-1)—CCl(3-n)Hn??(2) (In the above formula (2), m and n are the same integers as in the formula (1), respectively.

Abstract: Disclosed is a process for preparing cis-1,1,1,4,4,4-hexafluorobutene comprising the steps of (a) reacting CCl4 with a compound having the formula CF3CX?CXH, where each X is independently halogen or hydrogen, to form a compound having the formula CF3CXClCXHCCl3; (b) fluorinating the compound formed in step (a) to form a compound having the formula CF3CXHCXHCF3; (c) converting the compound formed in step (b) by a reaction selected from the group consisting of dehydrohalogenation, dehalogenation and both reactions, to form a compound having the formula CF3C?CCF3; and (d) catalytically reducing the compound formed in step (c) with hydrogen to form the compound having the formula:

Abstract: A process for the fluorination of haloolefins with elemental fluorine in the presence of anhydrous HF proceeds with high yield and selectivity in the product deriving from the addition of fluorine to the carbon-carbon double bond.

Abstract: The present invention provides a method for producing 3-chloro-pentafluoropropene at a high yield through one reaction step of chlorinating perfluoroallyl fluorosulfate. The present invention directs to a method for producing 3 -chloro-pentafluoropropene, including the step of bringing perfluoroallyl fluorosulfate and an onium chloride compound into contact with each other to produce the 3-chloro-pentafluoropropene.

Abstract: The present invention relates to a novel a process for the preparation of 9-dichloromethylene-1,2,3,4-tetrahydro-1,4-methano-naphthalen-5-ylamine which process comprises a) reacting cyclopentadiene in the presence of a radical initiator and CXCI3, wherein X is chloro or bromo, to a compound of formula I1, or aa) reacting cyclopentadiene with CXCI3, wherein X is chloro, in the presence of a metal catalyst to a compound of formula I1, wherein X is chloro, b) reacting the compound of formula I1 with a base in the presence of an appropriate solvent to the compound of formula III, c) and converting the compound of formula III in the presence of 1,2-dehydro-6-nitrobenzene to the compound of formula IV, and d) hydrogenating the compound of formula IV in the presence of a metal catalyst.

Abstract: Methods and systems for the hydrogenation of multi-brominated alkanes are provided herein. An embodiment of the present invention comprises a method, the method comprising: reacting at least hydrogen and multi-brominated alkanes in the presence of a catalyst to form a hydrogenated stream comprising brominated alkanes having fewer bromine substituents than the multi-brominated alkanes reacted with the hydrogen. Embodiments of the method further may comprise forming brominated alkanes. Embodiments of the method further may comprising forming product hydrocarbons from brominated alkanes.

Abstract: Methods for the manufacture of 1,1,1,2,3-pentachloropropane from 1,1,1,3-tetrachloropropane and chlorine are disclosed. Improved methods are provided for the manufacture of 1,1,2,3-tetrachloropropene from 1,1,1,2,3-pentachloropropane. Methods are also disclosed for the manufacture of 1,1,2,3-tetrachloropropene from 1,1,1,3-tetrachloropropane and chlorine and for the manufacture of 1,1,2,3-tetrachloropropene from carbon tetrachloride ethylene, and chlorine.

Abstract: A method for recovering much of the carbon and chlorine value in the heavy ends and other undesired by-products formed during the production of a C3 or higher polychlorinated alkane through the reaction of carbon tetrachloride with an olefine or chlorinated olefine, the improvement comprising the step of first separating the heavy ends and any other higher or lower boiling chlorohydrocarbon impurities from most of the desired product, and subjecting the separated heavy ends and impurities therewith to a high temperature exhaustive chlorination to produce carbon tetrachloride, tetrachloroethene, and minor amounts of hexachlorobutadiene and hexachlorobenzene by-products.

Abstract: The invention relates to a method for producing high purity 1,2-dichloroethane using a liquid reaction medium that is circulated and that is essentially composed of 1,2-dichloroethane and a catalyst. At least ethylene and chlorine are added to the reaction medium and a mainly chlorine-containing gas flow is dissolved in a part of the reaction medium which is essentially devoid of dissolved ethylene. The gaseous components not dissolved in this solution are removed from the solution by means of a gas-separation device and the solution from which the undissolved gas components were removed is contacted with ethylene which is present in dissolved form.

Abstract: Less colored trans-1,3-dichloropropene and a process for producing it, are presented. A composition comprising cis-1,3-dichloropropene, trans-1,3-dichloropropene and C6 compounds, is subjected to a distillation step and to a step of reacting chlorine or bromine, to remove cis-1,3-dichloropropene as a low boiling component, and then the residue is distilled to remove the chlorinated C6 compounds as a high boiling component and to obtain trans-1,3-dichloropropene as a low boiling component.

Abstract: The present invention is an industrially advantageous process for isopropyl chloride production in which the catalytic activity can be maintained under the milder reaction conditions than in the conventional processes, and which requires no special reactor.

Abstract: A method for chlorine purification in which crude chlorine containing nitrogen and/or oxygen is purified to separate the nitrogen and oxygen from the chloride, characterized in that the crude chlorine containing nitrogen and/or oxygen is contacted with 1,2-dichloroethane to cause the 1,2-dichloroethane to absorb the chlorine contained in the crude chlorine, and a process for producing 1,2-dichloroethane which comprises reacting ethylene with the chlorine contained in the chlorine containing 1,2-dichloroethane.

Abstract: One aspect of the present invention relates to methods of asymmetric synthesis, e.g., asymmetric hydride reductions of carbonyl groups, using a chiral, non-racemic phase transfer catalyst, a helper nucleophile, and a sterically bulky reagent nucleophile, e.g., an alkoxyhydride derived from a sacrificial ketone and a hydride reagent. Moreover, the sterically bulky reagent nucleophile may be generated in situ or prepared in a prior step. Another aspect of the present invention relates to chiral non-racemic phase transfer catalysts, and their use in the subject methods.

Abstract: There are disclosed a composition comprising

Abstract: Novel brominated polyphenylmethanes, such as poly(tetrabromobenzyl bromide), are provided in a one step process by reacting a benzyl halide and bromine in the presence of a Friedel Crafts catalyst. The brominated polyphenylmethanes can be added to flammable organic polymers to make flame retardant polymer compositions.

Abstract: 2-Chloro-1-propene is prepared by catalytic hydrochlorination of methylacetylene and/or of propadiene in a liquid medium containing at least one catalyst chosen from compounds of the metals from group VIIIa and from the lanthanides, and at least one organic solvent capable of dissolving the catalyst.

Abstract: A process for the removal of (cyclo)aliphatic hexene and hexadiene isomers from allyl chloride, characterized by a chlorination step which is performed in the liquid phase.

Abstract: A novel process for the preparation of a chlorinated polyolefin having excellent low temperature characteristics and brightness is provided which comprises allowing a polyolefin dissolved or suspended in a solvent to undergo chlorination reaction with chlorine gas or chlorinated sulfuryl in the presence of a radical initiator as a catalyst, characterized in that as said solvent there is used 1,1,2-trichloroethane and the temperature is controlled to 90.degree. C. or lower at the process for removing hydrogen chloride and/or sulfur dioxide by-produced during the reaction from the reaction system.

Abstract: Liquid phase chlorination in an evaporatively cooled reactor of 1,3-butadiene to 3,4-dichlorobutene-1 and 1,4-dichlorobutene-2 by contacting 1,3-butadiene and elemental chlorine in a solvent at a temperature of 25.degree.-100.degree. C. said solvent being butane or pentane or a fluorinated solvent of the formula (CR.sub.3)(CR'.sub.2).sub.m (CR".sub.2).sub.n R where R is independently hydrogen, fluorine, chlorine or bromine, R' is hydrogen, R" is independently fluorine, chlorine or bromine, m and n are 0-3 with the proviso that terminal carbon atoms are independently perhalogenated or fully hydrogenated, the solvents boil at -15.degree. C. to 40.degree. C. at atmospheric pressure, and the solvent to dichlorobutene ratio is from 2.0:1 to 11:1. The heat of reaction is removed by vaporization of solvent and 1,3-butadiene and returning the ingredients to the reactor.

Abstract: 1,2,5,6,9,10-Hexabromocyclododecane (HBCD) is prepared in an anhydrous process in polar solvents, by the bromination of 1,5,9-cis, trans, trans-cyclododecatriene at relatively high temperatures.

Abstract: A process is provided for the production of allyl chloride from three carbon atom hydrocarbons (propane and/or propylene) using hydrogen chloride or hydrogen chloride/chlorine mixtures as the chlorinating agent. The process includes reaction steps operated in tandem in separate zones first comprising the reaction of perchloroethylene with hydrogen chloride and oxygen in the presence of an oxychlorination catalyst to give hexachloroethane and water, second comprising the vapor phase reaction of hexachloroethane with propane/propylene feedstock to produce allyl chloride, perchloroethylene, and hydrogen chloride, and third isolating the products of the second step and repeating the first step using as starting materials the thus isolated perchloroethylene and hydrogen chloride.

Abstract: The disclosure is of an improved process for the hydrohalogenation of myrcene in the presence of a catalyst, which comprises carrying out the hydrohalogenation at a temperature below 25.degree. C. in the presence of an organic amine.

Abstract: Primary and/or tertiary allyl halides are prepared by reaction of a hydrogen halide (e.g. hydrogen chloride) with a terminal conjugated diene (e.g. myrcene, .beta.-farnesene, .beta.-springene or 15-chloro-.beta.-springene) in the presence of, as catalyst, a cuprous halide together with a quaternary ammonium salt or a phosphonium salt containing at most 16 carbon atoms, or a salt of a tertiary amine containing at most 10 carbon atoms, the reaction being carried out in an organic solvent in which the catalyst complex is soluble.

Abstract: The disclosure is of an improved process for the hydrohalogenation of a conjugated diene in the presence of a catalyst, which comprises carrying out the hydrohalogenation in the presence of an organic quaternary salt.

Abstract: The disclosure is of an improved process for the hydrohalogenation of myrcene in the presence of a catalyst, which comprises carrying out the hydrohalogenation in the presence of an alcohol.

Abstract: The invention is a process for preparing a 2-halo-1-alkene comprising contacting a hydrocarbon stream with a hydrogen halide, in the presence of water and an effective amount of a catalyst, at a temperature between about 100.degree. C. and about 400.degree. C., wherein; the hydrocarbon stream comprises a 1,2-diene, a terminal acetylene or mixtures thereof, represented by the formulas CH.sub.2 .dbd.C.dbd.CH--R or CH.tbd.C--CH.sub.2 --R wherein R is hydrogen, alkyl, cycloalkyl or aryl and may be substituted or unsubstituted; the water is present in an amount of between about 1,000 and 100,000 parts per million by weight; and the catalyst comprises carbon, silica alumina, aluminosilicates, silica gel, silica, silica magnesia, silicalite, group IIIA, IIIB, IVA, IVB or V metal oxides or rare earth oxides.

Abstract: A process for consecutive-competitive gas phase halogenation of organic compounds, i.e. alkanes, alkenes and benzene, alkyl benzenes and alkenyl benzenes containing labile hydrogens and having no more than 12 and 9 carbon atoms, respectively, in a thin reaction film on the surface of a porous barrier for production of highly halogenated products by substantial suppression of diffusion of partially halogenated intermediates away from the reaction film is disclosed.

Abstract: The invention is a process for preparing a 2-halo-1-alkene comprising contacting a hydrocarbon stream with a hydrogen halide, in the presence of water and an effective amount of a catalyst, at a temperature between about 20.degree. C. and about 400.degree. C., wherein; the hydrocarbon stream comprises a 1,2-diene, a terminal acetylene or mixtures thereof, represented by the formulas CH.sub.2 .dbd.C.dbd.CH--R or CH.tbd.C--CH.sub.2 --R wherein R is hydrogen, alkyl, cycloalkyl or aryl and may be substituted or unsubstituted; the water is present in an amount capable of maintaining the selectivity of the catalyst for the insertion of the halide on the 2 carbon of the 1,2-diene or terminal acetylene; and the catalyst comprises carbon, silica alumina, aluminosilicates, silica gel, silica, silica magnesia, silicalite, group IIIA, IIIB, IVA, IVB or V metal oxides or rare earth oxides.

Abstract: A compound is chlorinated with chlorine to produce chlorinated product and hydrogen chloride byproduct. Recovered hydrogen chloride byproduct is contacted with oxygen and a molten salt mixture containing the higher and lower valent chlorides of a multivalent metal, such as cuprous and cupric chloride, to effect recovery of the hydrogen chloride by enriching the molten salt content of the higher valent chloride. The molten salt, enriched in higher valent chloride, is then dechlorinated by use of a stripping gas, preferably hydrogen chloride, to produce a gaseous effluent containing stripped chlorine and the stripping gas, which is then recycled to the chlorination step. The presence of stripping gas, as a diluent, improves the chlorination operation.

Abstract: There is disclosed a process for the production of hexachlorocyclopentadiene comprising the steps of:1. Reacting liquid cyclopentadiene and chlorine at a temperature of from about 0.degree. to about 100.degree. C. until an average of at least 4 chlorine atoms has been added per mole of cyclopentadiene to form a first-stage product;2. heating the resultant liquid reaction product of Step 1 in a second stage at a temperature of from about 140.degree. C. to below about 200.degree. C. with chlorine in the presence of from about 0.0001% to about 5.0% (by weight) of an aromatic compound until the reaction products of Step 1 contain an average of about 6 chlorine atoms per molecule, based on cyclopentadiene starting material; wherein said aromatic compound contains from 1 to 3 aromatic rings; at least one of the rings containing a nitrogen atom;3. vaporizing and heating the resulting reaction products of Step 2 in a third stage in the presence of chlorine to a temperature of above 450.degree. C.

Abstract: An improved process for the continuous chlorination in vapor phase of butadiene to a mixture of dichlorobutenes at a temperature about 90.degree.-250.degree. C., wherein chlorine is premixed with a portion of butadiene and introduced at one end of a tubular reactor, while the remainder of the butadiene, which is used in a large excess, is introduced at one or more points downstream from the point of introduction of the chlorine-butadiene mixture, the temperature and volume of this additional butadiene being sufficient to effectively cool the reacting mixture so that the maximum temperature in the reactor does not exceed about 250.degree. C. but does not fall downstream from the butadiene injection point below about 130.degree. C.