Abstract: The present invention relates to a novel 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 II aa) reacting cyclopentadiene with CXCl3, wherein X is chloro, in the presence of a metal catalyst to a compound of formula II wherein X is chloro, b) reacting the compound of formula II 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: Processes for the production of chlorinated alkanes are provided. The present processes comprise catalyzing the chlorination of a feedstream comprising one or more alkanes and/or alkenes with a catalyst system comprising one or more inorganic iodine salts and/or lower than conventional levels of elemental iodine and at least one Lewis acid. The processes are conducted in a nonaqueous media, and so, the one or more inorganic iodine salts are recoverable and/or reusable, in whole or in part.

Abstract: Processes for the production of chlorinated alkanes are provided. The present processes comprise catalyzing the addition of at least two chlorine atoms to an alkane and/or alkene with a catalyst system comprising one or more nonmetallic iodides and/or lower than conventional levels of elemental iodine and at least one Lewis acid. The present processes make use of sulfuryl chloride, or chlorine gas, as a chlorinating agent.

Abstract: Processes for the production of chlorinated alkanes are provided. The present processes comprise reacting one or more mono- and/or dichloroalkanes to form tri-, tetra- and/or pentachloroalkanes, with high regioselectivity. In those embodiments wherein a dichloroalkane is desirably utilized, it may advantageously be a vicinal dichloroalkane. Further, only one catalyst is utilized. The present processes make use of sulfuryl chloride as a chlorinating agent, rather than a gaseous chlorinating agent such as chlorine gas. Finally, the process uses lower intensity process conditions than at least some conventional processes, and thus, operating costs are saved.

Abstract: The use of sulfuryl chloride, either alone or in combination with chlorine, as a chlorinating agent is disclosed.

Abstract: Processes for the production of chlorinated alkanes are provided. The present processes comprise reacting one or more mono- and/or dichloroalkanes to form tri-, tetra- and/or pentachloroalkanes, with high regioselectivity. In those embodiments wherein a dichloroalkane is desirably utilized, it may advantageously be a vicinal dichloroalkane. Further, only one catalyst is utilized. The present processes make use of sulfuryl chloride as a chlorinating agent, rather than a gaseous chlorinating agent such as chlorine gas. Finally, the process uses lower intensity process conditions than at least some conventional processes, and thus, operating costs are saved.

Abstract: Processes for the production of chlorinated propanes and propenes are provided. The present processes comprise catalyzing at least one chlorination step with one or more regios elective catalysts that provide a regioselectivity to one chloropropane of at least 5:1 relative to other chloropropanes.

Abstract: Processes for the production of chlorinated alkanes are provided. The present processes comprise catalyzing the chlorination of a feedstream comprising one or more alkanes and/or alkenes with a catalyst system comprising one or more inorganic iodine salts and/or lower than conventional levels of elemental iodine and at least one Lewis acid. The processes are conducted in a nonaqueous media, and so, the one or more inorganic iodine salts are recoverable and/or reusable, in whole or in part.

Abstract: Processes for the production of chlorinated alkanes are provided. The present processes comprise catalyzing the addition of at least two chlorine atoms to an alkane and/or alkene with a catalyst system comprising one or more nonmetallic iodides and/or lower than conventional levels of elemental iodine and at least one Lewis acid. The present processes make use of sulfuryl chloride, or chlorine gas, as a chlorinating agent.

Abstract: Disclosed is a process for the manufacture of haloalkane compounds, and more particularly, to an improved process for the manufacture of the compound 1,1,1,3,3-pentachloropropane (HCC-240fa), which mitigates the formation of by-products. The present invention is also useful in the manufacture of other haloalkane compounds such as HCC-250 and HCC-360. One embodiment of the process comprises a method and system for avoiding the formation of polyvinyl chloride during the production of HCC-240fa from CCl4, in which vinyl chloride (VCM) is fed into a reactor as a vapor instead of as a liquid, using a diffusing device to further increase the contact surface between VCM vapor and CCl4.

Abstract: Produce methyl chloride and sulfur dioxide using a reactor with lanthanum oxychloride, and contacting the lanthanum oxychloride with methanesulfonyl chloride under conditions sufficient to convert a portion of the methanesulfonyl chloride to methyl chloride and sulfur dioxide.

Abstract: This invention is directed to a process for the preparation of high yield alkyl or aryl iodide from its corresponding carboxylic acid using N-iodo amides.

Abstract: A halogenated non-polymeric phenyl ether flame retardant is described having the general formula (I): wherein each X is independently Cl or Br, n is an integer of 1 or 2, and each p is independently an integer of 1 to 4, provided that, when each X is Cl, the total amount halogen in the ether is from about 50 to about 65 wt % and when each X is Br, the total amount halogen in the ether is from at least 70 wt % to about 79 wt % and wherein from about 30% to about 80%, for example from about 35% to about 75% of the halogenated ethers are fully halogenated the remainder being partially halogenated. The present flame retardant provides superior mechanical properties when incorporated into a polymer than similar flame retardants which contain a higher amount of fully halogenated species.

Abstract: A flame retardant blend comprises at least first and second halogenated non-polymeric phenyl ethers having the general formula (I): wherein each X is independently Cl or Br, each m is independently an integer of 1 to 5, each p is independently an integer of 1 to 4, n is an integer of 1 to 5 and wherein the values of n for the first and second ethers are different.

Abstract: Produce methyl chloride and sulfur dioxide using a reactor with lanthanum oxychloride, and contacting the lanthanum oxychloride with methanesulfonyl chloride under conditions sufficient to convert a portion of the methanesulfonyl chloride to methyl chloride and sulfur dioxide.

Abstract: The use of metal-accumulating plants for implementing chemical reactions.

Abstract: Disclosed is a process for the manufacture of haloalkane compounds, and more particularly, an improved process for the manufacture of the compound 1,1,1,3,3-penta-chloropropane (HCC-240fa), which mitigates the formation of by-products from vinyl chloride (CH2?CHCl). The present invention is also useful in the manufacture of other haloalkane compounds such as HCC-250 and HCC-360. One embodiment of the invention comprises a method for mitigating 1,1,3,3,5,5-hexachloropentane and 1,1,1,3,5,5-hexachloropentane formation in the HCC-240fa manufacturing process, in which FeCl3, is introduced to a reactor only after the start-up phase has ended and a continuous operation has started. In a preferred embodiment, “pre-chelated” FeCl3, which is concentrated in a catalyst recovery column, is introduced to reactor after the continuous operation has started.

Abstract: Disclosed is a process for the manufacture of haloalkane compounds, and more particularly, to an improved process for the manufacture of the compound 1,1,1,3,3-pentachloropropane (HCC-240fa), which mitigates the formation of by-products. The present invention is also useful in the manufacture of other haloalkane compounds such as HCC-250 and HCC-360. One embodiment of the process comprises a method and system for avoiding the formation of polyvinyl chloride during the production of HCC-240fa from CC14, in which vinyl chloride (VCM) is fed into a reactor as a vapor instead of as a liquid, using a diffusing device to further increase the contact surface between VCM vapor and CC14.

Abstract: The present invention pertains to a method for the hydrochlorination of electron deficient alkenes, particularly alkenes having the functional groups COOH, CONH2, and CN. Specific alkenes discussed include acrylic acid, crotonic acid, methacrylic acid, acrylonitrile, acrylamide, and methacrylonitrile. The alkene is combined with a primary or secondary alcohol (e.g., isopropanol) and an acid chloride (e.g., acetyl chloride) under conditions suitable to chlorinate the alkene. Products formed by the invention include 3-chorosubstituted carbonyl compounds such as 3-chlorpropionic acid (3-CPA), 3-chloropropionamide (3-CPAD), and 3-chloropropionitrile among other products.

Abstract: Improvements in previously disclosed methods of and apparatuses for converting alkanes, alkenes, and aromatics to olefins, alcohols, ethers, and aldehydes includes: safety improvements, use of alternative feedstocks, process simplification, improvements to the halogenation step, improvements to the reproportionation step, improvements to the solid oxide reaction, improvements to solid oxide regeneration, improvements in separations, maintenance, start-up, shut-down, and materials of construction.

Abstract: Improvements in previously disclosed methods of and apparatuses for converting alkanes, alkenes, and aromatics to olefins, alcohols, ethers, and aldehydes includes: safety improvements, use of alternative feedstocks, process simplification, improvements to the halogenation step, improvements to the reproportionation step, improvements to the solid oxide reaction, improvements to solid oxide regeneration, improvements in separations, maintenance, start-up, shut-down, and materials of construction.

Abstract: A method comprising: providing a halogen stream; providing an alkane stream; providing a decoking agent; and reacting at least a portion of the halogen stream with at least a portion of the alkane stream in the presence of a halogenation catalyst and the decoking agent to form a halogenated stream.

Abstract: Disclosed is a hydrofluoroether compound comprising two terminal fluoroalkyl groups and an intervening substituted or unsubstituted oxymethylene group, each of the fluoroalkyl groups comprising only one hydrogen atom and, optionally, at least one catenated (that is, in-chain) heteroatom; with the proviso that the hydrogen atom is part of a monofluoromethylene moiety.

Abstract: The present invention relates to adhesive compositions having: a phosphate group-containing monomer (a) having a fluorocarbon group represented by Chemical Formula 1; and a solvent (b), where R is a hydrogen atom or a methyl group, n, p and q are natural numbers 2?n?10, p+q?n and p+q+n?13.

Abstract: A process by which alkyl halides may be reacted (coupled) with nucleophilic materials in the presence of a homogeneous catalyst system. The process comprises reacting (coupling) alkyl halides with a nucleophilic material in the presence of a homogeneous catalyst system to produce derivatives of alkyl halides, wherein the homogeneous catalyst system comprises at least one metal or metal compound which has the ability to form metal-halogen bonds.

Abstract: A process for oxygen-initiated hydrobromination of propene to form a crude reaction mixture of 95 GC area % n-propyl bromide. The process includes feeding an oxygen-containing gas, propene and hydrogen bromide into a liquid phase mixture comprised of n-propyl bromide and hydrogen bromide. At least the oxygen-containing gas and the propene of the feed are fed subsurface to the liquid phase mixture and either (a) the oxygen-containing gas and the propene do not come together in the absence of hydrogen bromide or (b) the oxygen-containing gas and the propene come together only in a propene:oxygen molar ratio in the range of 145:1 to 180:1. Purification processes provide a propyl bromide product containing at least 99.7 GC area % n-propyl bromide. Also provided is a novel composition of enhanced thermal stability which comprises a mixture of n-propyl bromide and isopropyl bromide. The mixture has an n-propyl bromide content of at least 99.7 GC area %, and an isopropyl bromide content of no more than 0.

Abstract: A process for preparing organic chlorides in which the chlorine atom is bonded to a CH2 group by reacting the corresponding alcohols with thionyl chloride in the presence of a triaylphosphine oxide at a temperature of from 20 to 200° C. and a pressure of from 0.01 to 10 MPa abs, which comprises using the triarylphosphine oxide in a molar ratio to the amount of OH groups to be chlorinated of from 0.0001 to 0.5.

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: A method for preparing a composition of the formula in a yield greater than 50% where R1 is C 1-20 comprising the steps of combining fluorene or dibromo flourene, an excess of alkali metal hydroxide and a halogenated alkyl in the presence of a phase transfer catalyst but in the absence of a polar aprotic solvent; heating the combination; and separating the dialkylated fluorene or dialylated dibromo fluorene. If the flourene is not brominated prior to alkylation, the dialkylated fluorene is then brominated.

Abstract: Methods and materials are provided for the production and purification of halogenated compounds and intermediates in the production of 1,1,1,3,3-pentafluoropropane. In a preferred embodiment, the process steps include: (1) reacting carbon tetrachloride with vinyl chloride to produce 1,1,1,3,3-pentachloropropane; (2) dehydrochlorinating the 1,1,1,3,3-pentachloropropane with a Lewis acid catalyst to produce 1,1,3,3-tetrachloropropene; (3) fluorinating the 1,1,3,3-tetrachloropropene to produce 1-chloro-3,3,3-trifluoropropene; (4) fluorinating the 1-chloro-3,3,3-trifluoropropene to produce a product mixture containing 1,1,1,3,3-pentafluoropropane; and (5) separating 1,1,1,3,3-pentafluoropropane from by-products.

Abstract: A method of synthesizing a high purity product of ?,?,??,??-tetrachloro-p-xylene is disclosed. The method includes carrying out a first stage reaction of terephthaldicarboxaldehyde with a mixture of SOCl2 and dimethylformamide (DMF) to obtain a product mixture containing ?,?,??,??-tetrachloro-p-xylene as a major product and 4-dichloromethyl benzaldehyde as a side product; adding SOCl2 and DMF to the product mixture of the first stage reaction to undergo a second stage reaction; and to a cool water adding the resulting product mixture from the second stage reaction to obtain a solid product of ?,?,??,??-tetrachloro-p-xylene with a purity of 90-99 mol %.

Abstract: A synthesis method of ?,?,??,??-tetrachloro-p-xylene is disclosed. The method includes reacting terephthaldicarboxaldehyde with a mixture of SOCl2 and dimethylformamide (DMF) to obtain a product mixture containing ?,?,??,??-tetrachloro-p-xylene as a major product and 4-dichloromethyl benzaldehyde as a side product, which can be separated by silica column chromatography.

Abstract: Disclosed is a process for producing fluoroalkene of the formula Rf—CH?CH2 from a fluorohaloalkene having the formula Rf—C(R1)?C(R2)H, wherein Rf is fluorine or a substituted or unsubstituted C1–C20 straight or branched-chain fluorinated alkyl and R1 and R2 are independently H, Cl, Br, or I, provided that at least one of R1 or R2 is Cl, Br, or I by reacting the fluorohaloalkene with a reducing agent, preferably a formate salt in the presence of a catalyst.

Abstract: This invention discloses a process for preparing a dihalogenated adamantane by reacting an adamantane optionally substituted with alkyl at 1-position with a halosulfonic acid, comprising the first stage of monohalogenation conducted at ?5 to 15° C. and then the second stage of dihalogenation conducted at 17 to 35° C., preferably in the absence of an organic solvent.

Abstract: There is provided an industrially advantageous process for producing a 1-chloro-4-arylbutane represented by the general formula (2): wherein R represents hydrogen, lower alkyl, or lower alkoxy, characterized by reacting 1-bromo-3-chloropropane with a compound represented by the general formula (1): wherein R is as defined above; and X represents chlorine, bromine, or iodine, in a solvent.

Abstract: A method for preparing organic products from aqueous solutions, such as waste or byproduct liquid streams and waste or byproduct gas or vapor streams, uses phase transfer catalysis to transfer a chemical species in low concentration from the aqueous solution to the organic phase or the aqueous-organic interface. The system has little or no organic solvent, and the organic phase contains an electrophile which participates in the reaction. In one embodiment, the aqueous solution is contacted with the electrophile and a phase transfer catalyst and, optionally, a pH adjusting agent in the event that the chemical species in the aqueous solution is not sufficiently ionized to react with the electrophile, and optionally an organic solvent. A method for continuously converting a chemical species involves this contacting step, separating the phases, then dividing the organic phase into the product, the phase transfer catalyst, and the optional organic solvent.

Abstract: The present invention relates to the co-pyrolysis of fluoroform and chlorodifluoromethane to form a mixture of useful fluoroolefin and saturated HFCs, notably, tetrafluoroethylene and hexafluoropropylene and CF3CHF2 and CF3CHFCF3, respectively.

Abstract: The present invention relates to a non-hazardous brominating reagent from an aqueous alkaline bromine byproduct solution obtained from bromine recovery plant and containing 25 to 35% bromine dissolved in aqueous lime or sodium hydroxide containing alkali bromide and alkali bromate mixture having bromide to bromate stoichiometric ratio in the range of 5:1 to 5.1:1 or 2:1 to 2.1:1 and a pH ranging between 8-12 and also relates to a method for borminating aromatic compounds by using the above brominating agent.

Abstract: This invention provides a process of producing propargyl bromide in the absence of abase.

Abstract: Catalysts for the fluid-bed hydrodechlorination of carbon tetrachloride to chloroform having high catalytic stability and comprising platinum supported on microspheroidal gamma alumina, characterized in that the platinum is in the form of particles dispersed throughout the mass of the support.

Abstract: Monochlorinated hydrocarbons of high isomeric purity are prepared by a process, which comprises:

Abstract: Aromatic substrates are Ar-brominated in high yield and selectivity by reacting the substrate with a brominating agent in the presence of at least about 0.19 gram per mmol of substrate of a zeolite catalyst which has an absorbed water content of no greater than about 7.5 weight percent.

Abstract: A liquid phase process is disclosed for producing halogenated alkane adducts of the formula CAR1R2CBR3R4 (where A, B, R1, R2, R3, and R4 are as defined in the specification) which involves contacting a corresponding halogenated alkane, AB, with a corresponding olefin, CR1R2═CR3R4 in a solvent and in the presence of a catalyst system containing (i) at least one catalyst comprising monovalent copper, and (ii) at least one ionic promoter selected from the group consisting of substituted ammonium halides, pyridinium and substituted pyridinium halides, and quaternary salts of the type (MQ4)Y where M is an element of Group VA of the Periodic Table (i.e., N, P, As, Sb, or Bi), Q is a C1-C18 hydrocarbyl group, and Y is chloride, bromide or iodide. Production of hydrofluoroalkanes by reacting selected adducts of the type produced above with HF is also disclosed.

Abstract: N,N-disubstituted formamides, wherein the substituents are selected to provide formamides which have low volatility, are useful as halogenation catalysts. Such catalysts are generally less hazardous to use than typical formamide halogenation catalysts because toxic catalyst by-products are also less volatile. Methods for using such catalysts are provided.

Abstract: A process is provided for the chlorination of aliphatic hydrocarbons containing 1 to 4 carbon atoms using hydrogen chloride as the source of chlorine. The process comprises reaction steps operated in tandem in separate zones. First, an unsaturated aliphatic fluorocarbon is oxychlorinated to give the corresponding saturated perchlorofluorocarbon and water, and second, the saturated perchlorofluorocarbon is reacted in the vapor phase with a hydrocarbon to produce the desired chlorinated hydrocarbon, hydrogen chloride and the unsaturated aliphatic fluorocarbon, third, hydrogen chloride and unsaturated aliphatic fluorocarbon are separated from the chlorinated hydrocarbon and recycled to the first step, and fourth, the chlorinated hydrocarbon is further purified by subjecting it to addition chlorination to convert traces of unsaturated aliphatic fluorocarbon to the corresponding saturated perchlorofluorocarbon, which is separated and recycled to the second step.

Abstract: The present invention thus provides a process for producing (D) a chlorinated hydrocarbon compound of the general formula (2): CnR1mHk(CR2R3Cl)j  (2) [wherein n is an integer of 1 to 12, m and k each independently is an integer of 0 to 25, j is an integer of 1 to 10; R1 represents an atom selected from the group consisting of chlorine, bromine, iodine, oxygen, nitrogen, sulfur and phosphorus and, when m is 2 or more, the two or more R1 groups may be the same or different, the group CnR1mHk having a valence of j does not contain any tertiary carbon-hydrogen bond; and R2 and R3 each independently represents a saturated aliphatic hydrocarbon group containing 1 to 5 carbon atoms or a group derived therefrom by substitution of a halogen atom or atoms for some hydrogen atom or atoms thereof and not containing a tertiary carbon-hydrogen bond],which process comprises adding (C) a protic acid to a mixture of (A) a compound of the general formula: CnR1mHk(CHR2R3)j  (1) [wherein m

Abstract: Disclosed is a process for the production of cyclopropylmethyl halides (CPMX) such as cyclopropylmethyl chloride (CPMCI) and cyclopropylmethyl bromide (CPMBr) wherein cyclopropanemethanol (CPMO) is contacted with a complex comprising a dialkyl sulfide and an N-halosuccinimide in the presence of an organic solvent.

Abstract: The invention relates to a process for the preparation of .alpha.,.omega.-bromochloroalkanes. A cyclic ether is hydrobrominated and then the phase obtained is reacted, without any prior purification or separation, with thionyl chloride.

Abstract: A method for producing bromomethylcyclopropane is provided, comprising reacting an organic sulfonyl halide with cyclopropylmethanol in the presence of a tertiary amine in a non-protic solvent, to generate cyclopropylmethyl organic sulfonate, and reacting the resulting cyclopropylmethyl organic sulfonate with an alkali metal bromide and/or a quaternary ammonium bromide in a non-protic polar solvent.

Abstract: A halogenated compound (I) containing one or more >C.dbd.O, olefinic and/or aromatic >C.dbd.C< groups is hydrogenated for producing a halogenated compound (II) having no or a decreased level of >C.dbd.O, olefinic and/or aromatic >C.dbd.C< groups. In the hydrogenation process a liquid feed stream comprising one or more of these compounds (I) is contacted with a hydrogen-rich gaseous stream and a liquid recycle stream comprising one or more of these compounds (II) in the presence of a catalyst.