Abstract: A solvent is at least partially separated from a catalyst. The catalyst comprises nickel and a bidentate phosphorus-containing ligand. The method for separation involves distilling a catalyst solution. The ratio of 2-pentenenitrile to 3-pentenenitrile in distillation column bottoms is controlled to reduce the amount of 3-pentenenitrile which is isomerized to form 2-methyl-3-butenenitrile. Isomerization of 3-pentenenitrile to 2-methyl-3-butenenitrile and subsequent isomerization of 2-methyl-3-butenenitrile to 2-methyl-2-butenenitrile, and/or hydrocyanation of 2-methyl-3-butenenitrile to methylglutaronitrile represents a loss in adiponitrile yield in a process for making adiponitrile.

Abstract: The present invention relates to a method for the hydrocyanation of organic ethylenically unsaturated compounds including at least one nitrile function. The invention specifically relates to a method for the hydrocyanation of a hydrocarbon compound including at least one ethylenic unsaturation by a reaction with hydrogen cyanide in a liquid medium and in the presence of a catalyst including a metal element selected from the transition metals and an organophosphorous ligand, the organophosphorous ligand including a compound of general formula (I), where R1 and R2, which are identical or different, are a linear or branched alkyl radical having 1-12 carbon atoms, which can include heteroatoms, or an optionally substituted aromatic or cycloaliphatic radical that can include heteroatoms, wherein the covalent bond between P and R1, and that between P and R2, are P—C bonds.

Abstract: The present invention relates to a process for producing compounds comprising at least one nitrile function by hydrocyanation of a compound comprising at least one non-conjugated unsaturation. The invention proposes a process for producing compounds comprising at least one nitrile function by hydrocyanation of an organic compound comprising at least one non-conjugated unsaturation, comprising from 2 to 20 carbon atoms, by reaction with hydrogen cyanide in the presence of a catalytic system comprising a complex of nickel having the oxidation state of zero with at least one organophosphorus ligand chosen from the group comprising organophosphites, organophosphonites, organophosphinites and organosphosphines and a cocatalyst of the Lewis acid type.

Abstract: Organic compounds containing at least one site of ethylenic unsaturation are catalytically hydrocyanated and the medium of hydrocyanation is separated into desired linear organic compounds containing at least one nitrile function, e.g., 3-pentenenitrile, and undesired nitrile by-products, e.g., methylglutaronitrile, and the undesired nitrile by-products are hydrodenitrogenated into ammonia and at least one hydrocarbon compound under an absolute hydrogen pressure ranging from 0.1 to 10 MPa at a temperature ranging from 200° to 500° C. and in the presence of a hydrodenitrogenation catalyst.

Abstract: The present invention relates to a process for the manufacture of compounds comprising two nitrile functional groups. It relates more particularly to a process for the manufacture of dinitrile compounds from compounds comprising a nitrile functional group and an ethylenic unsaturation in the presence of a catalytic system comprising an organometallic complex and a cocatalyst of the Lewis acid type. The process of the invention comprises a stage of treatment of the reaction medium resulting from the hydrocyanation which makes it possible to extract and recover the metal element of the Lewis acid.

Abstract: A method is described for the hydrocyanation of organic ethylene-unsaturated compounds into compounds including at least one nitrile function. Also described, is a method for the hydrocyanation of a hydrocarbon compound including at least one ethylenic unsaturation by reaction in a liquid medium with hydrogen cyanide in the presence of a catalyst including a metal element selected from among the transition metals and an organophosphorous ligand including, in one embodiment of the invention, an organophosphorous compound. The described method can be used in particular for the synthesis of adiponitrile from butadiene.

Abstract: A process for isomerizing cis-2-pentenenitrile to 3-pentenenitriles, by isomerizing cis-2-pentenenitrile with amidines, tertiary amines or mixtures thereof as a catalyst at temperatures of 80 to 200° C. and a pressure of 0.01 to 50 bar.

Abstract: An process for preparing 3-pentenenitrile by hydrocyanating 1,3-butadiene, in which the process yield with regard to recycled 1,3-butadiene is maximized.

Abstract: A process for the hydrocyanation of a hydrocarbon-based compound having at least one site of ethylenic unsaturation into a nitrile compound includes reaction thereof, in a liquid medium, with hydrogen cyanide in the presence of a catalyst containing a metal element selected from among the transition metals and an organophosphorus ligand, wherein the organophosphorus ligand is a mixture of at least one monodentate organophosphite compound and at least one monodentate organophosphine compound; the subject process is especially useful for the synthesis of adiponitrile from butadiene.

Abstract: A process for the hydrocyanation of a hydrocarbon-based compound having at least one site of ethylenic unsaturation into a nitrile compound includes reaction thereof, in a liquid medium, with hydrogen cyanide in the presence of a catalyst containing a metal element selected from among the transition metals and an organophosphorus ligand, wherein the organophosphorus ligand is a compound of formula (I): The subject process is particularly useful for the synthesis of adiponitrile from butadiene.

Abstract: A process for extractively removing homogeneously dissolved catalysts from a reaction effluent of a hydrocyanation of unsaturated mononitriles to dinitriles with a hydrocarbon H, including performing the steps of a) concentrating the reaction effluent before step b) by distillation at pressures of from 0.1 to 5000 mbar and temperatures of from 10 to 150° C., b) adding a hydrocarbon H to the concentrated reaction effluent to obtain a stream I, and c) feeding stream I, without prior separation of the liquid phases, into an extraction apparatus and extracting it at a temperature T with the hydrocarbon H to obtain a stream II comprising the hydrocarbon H enriched with the catalyst and a stream III having a low catalyst content.

Abstract: Organic compounds containing at least one site of ethylenic unsaturation are catalytically hydrocyanated and the medium of hydrocyanation is separated into desired linear organic compounds containing at least one nitrile function, e.g., 3-pentenenitrile, and undesired nitrile by-products, e.g., methylglutaronitrile, and the undesired nitrile by-products are hydrodenitrogenated into ammonia and at least one hydrocarbon compound under an absolute hydrogen pressure ranging from 0.1 to 10 MPa at a temperature ranging from 200° to 500° C. and in the presence of a hydrodenitrogenation catalyst.

Abstract: The present invention relates to an improved process for producing hydrocyanic acid by reaction of ammonia with methane in which a small amount of at least one sulphur-containing compound corresponding to the general formula R S (S)x—R? is added, in which R and R? which are identical or different, represent a linear or branched alkyl or alkenyl radical containing from 1 to 5 carbon atoms, and x is a number ranging from 1 to 5, to the reactive gas mixture before it passes over the catalyst. The process according to the invention makes it possible to obtain improved yields of HCN. Another subject of the invention relates to the use of the resulting product for producing methionine, acetone cyanohydrin, adiponitrile or sodium cyanide.

Abstract: The invention provides a continuous process for the production of 3-pentenenitrile, comprising: (a) contacting, in a reaction zone, a hydrogen cyanide-containing feed, a 1,3-butadiene-containing feed, and a catalyst precursor composition, wherein the catalyst precursor composition comprises a zero-valent nickel and at least one multidentate phosphorus-containing ligand selected from the group consisting of a phosphite, a phosphonite, a phosphinite, a phosphine, and a mixed phosphorus-containing ligand or a combination of such members; and (b) maintaining a residence time sufficient to convert about 95% or more of the hydrogen cyanide and to produce a reaction mixture comprising 3-pentenenitrile and 2-methyl-3-butenenitrile, wherein the 2-methyl-3-butenenitrile concentration is maintained below about 15 weight percent of the total mass of the reaction mixture.

Abstract: A process is described for preparing 3-pentenenitrile by hydrocyanating 1,3-butadiene, wherein 1,3-butadiene is reacted with hydrogen cyanide in the presence of at least one catalyst and the stream resulting therefrom is purified distillatively, the bottom temperature during the distillation not exceeding 140° C.

Abstract: The present invention relates to a process for the hydrocyanation of unsaturated compounds to unsaturated mononitrile compounds or to dinitrile compounds; It relates more particularly to a process for the manufacture of dinitriles by double hydrocyanation of diolefins, such as butadiene, comprising a recovery and separation of the catalytic system. The process for the manufacture of dinitriles of the invention by hydrocyanation of unsaturated compounds, comprising at least one stage of hydrocyanation in the presence of a catalytic system comprising an organometallic complex formed by one or more monodentate organophosphite ligands and one or more bidentate organophosphorus ligands and optionally a promoter of Lewis acid type, comprises at least one stage of separation by distillation of a reactant used in the process or of a compound formed by the reaction from a medium comprising the said catalytic system.

Abstract: The invention is directed to methods of making organic compounds by metathesis and hydrocyanation. The method of the invention may be used, for example, to make industrial important organic compounds such as diacids, diesters, acid-amines, acid-alcohols, acid-nitriles, ester-amines, ester-alcohols, and ester-nitriles.

Abstract: A method for producing 3-pentenenitrile by means of the hydrocyanation of 1,3-butadiene, which comprises the following process steps: (b?) distillation of 1,3-butadiene comprising water, 1- and 2-butenes and a stabilizer in a distillation apparatus K4 to obtain a stream 15 as the bottom product, which comprises dried 1,3-butadiene, 1- and 2-butenes and the stabilizer, and a stream 16 as the top product, which comprises an azeotropic 1,3-butadiene/water mixture, condensation of the stream 16 in a condenser W, transfer of the resulting condensate (stream 17) into a phase separation apparatus, recycling of the upper liquid phase (stream 18) consisting of 1,3-butadiene as reflux to the column K4, and discharge of the lower liquid aqueous phase (stream 19), (a) reaction of stream 15 in a reactor R1 with hydrogen cyanide over at least one catalyst (stream 6d) to obtain a stream 1 which comprises 3-pentenenitrile, 2-methyl-3-butenenitrile, the at least one catalyst, unconverted 1,3-butadiene, and 1- and 2-butenes,

Abstract: A process is described for preparing 3-pentenenitrile by hydrocyanating 1,3-butadiene, wherein 1,3-butadiene is reacted with hydrogen cyanide in the presence of at least one catalyst and the stream resulting therefrom is purified distillatively, the bottom temperature during the distillation not exceeding 140° C.

Abstract: A process is described for preparing 3-pentenenitrile by hydrocyanating 1,3-butadiene in the presence of at least one catalyst, wherein the reaction is carried out in a loop reactor having external pumped circulation and jet nozzle for driving the internal circulation.

Abstract: Tetraphosphorous ligands are combined with transition metal salts to form catalysts for use in hydroformylation, isomerization-hydroformylation, hydrocarboxylation, hydrocyan-ation, isomerization-formylation, hydroaminomethylation and similar related reactions.

Abstract: The present invention relates to a process for hydrocyanating a hydrocarbon-based compound containing at least one ethylenic unsaturation by reaction in liquid medium with hydrogen cyanide in the presence of a catalyst comprising a metal element chosen from transition metals and an organophosphorus ligand, characterized in that the organophosphorus ligand is a monodentate organophosphorus compound. The present invention is in particular useful for the synthesis of adiponitrile from butadiene.

Abstract: A process of hydrocyanation of diolefins such as butadiene is carried out in the presence of a catalytic system comprising a transition metal and mono- and pluri-dentate organophosphorus ligands. The reaction medium containing branched nitrites subsequently is isomerized in the absence of hydrogen cyanide.

Abstract: A process is described for removing hydrogen cyanide from mixtures comprising pentenenitrile, wherein the removal is effected by an azeotropic distillation of hydrogen cyanide with 1,3-butadiene.

Abstract: A process is described for preparing 3-pentenenitrile by hydrocyanating 1,3-butadiene in the presence of at least one catalyst, wherein unhydrocyanated 1,3-butadiene is removed from the effluent of the hydrocyanation and recycled into the process, and the recycled 1,3-butadiene is monitored for the content of hydrogen cyanide.

Abstract: The invention provides a continuous process for the production of 3-pentenenitrile comprising: (a) contacting, in a reaction zone, a hydrogen cyanide-containing feed, a butadiene-containing feed, and a catalyst precursor composition, wherein the catalyst precursor composition comprises a zero-valent nickel and at least one bidentate phosphite ligand selected from a member of the group represented by Structures I and II, in which all like reference characters have the same meaning, except as further explicitly limited: wherein R1 and R5 are independently selected from the group consisting of C1 to C5 hydrocarbyl, and R2, R3, R4, R6, R7 and R8 are independently selected from the group consisting of H and C1 to C4 hydrocarbyl; and (b) maintaining a residence time in the reaction zone sufficient to convert about 95% or more of the hydrogen cyanide and to produce a reaction mixture comprising 3-pentenenitrile and 2-methyl-3-butenenitrile, wherein the 2-methyl-3-butenenitrile concentration is maintain

Abstract: A method for preparing 3-(methylthio)propanal and 2-hydroxy-4-(methylthio)butanenitrile by catalyzed addition of methylmercaptan to acrolein and hydrogen cyanide to 3-(methylthio)propanal.

Abstract: The invention concerns a method for hydrocyanation of ethylenically unsaturated organic compounds into compounds comprising at least a nitrile function. More particularly, it concerns a method for hydrocyanation of organic compounds comprising at least a ethylenical bond by reacting hydrogen cyanide, in the presence of a catalytic system comprising a transition metal and an organophosphorus ligand. The organophosphorus ligand is a compound with monophosphanorbornadiene structure. The invention concerns in particular hydrocyanation of butadiene into adiponitrile.

Abstract: The present invention relates to a process of hydrocyanation of ethylenically unsaturated organic compounds to compounds having at least one nitrile function, particularly the hydrocyanation of diolefins such as butadiene, or of substituted olefins such as alkene nitrites such as pentenenitriles; the subject hydrocyanation is carried out in the presence of a catalytic system comprising a metallic element and mono- and pluri-dentate organophosphorus ligands.

Abstract: Phosphonites I of the formula 1 or 2 where R1, R2 are each, independently of one another, hydrogen, an alkyl or alkylene group having from 1 to 8 carbon atoms or an alkoxy group having from 1 to 8 carbon atoms, with the proviso that R1 and R2 are not simultaneously H, R3 is H or methyl, R4 is t-butyl, R5, R6, R7, R8, R9 are each, independently of one another, H or an alkyl or alkylene group having from 1 to 8 carbon atoms.

Abstract: Disclosed herein is a process for recovering diphosphite-containing compounds from a mixture comprising diphosphite-containing compounds and organic dinitriles and Lewis acid, using liquid-liquid extraction, wherein the molar ratio of organic mononitrile present to organic dinitrile from about 0.01 to about 2.5 and wherein the mixtured is treated with a Lewis base compound selected from the group consisting of monodentate phosphite ligand, alcohol, water, organoamines, ammonia and basic resin, and wherein the extraction solvent is a saturated or unsaturated alkane or saturated or unsaturated cycloalkane; wherein the Lewis base compound is selected from the group consisting of water, methanol, ethanol, isopropanol, ethylene glycol, phenol, cresol, or xylenol. Also disclosed are pre-treatments to enhance extractability of the diphosphite-containing compounds.

Abstract: A catalyst comprising at least one complex of a metal of transition group VIII comprising at least one monodentate, bidentate or multidentate phosphinamidite ligand in which the phosphorus atom and the oxygen atom of the phosphinamidite group form part of a 5- to 8-membered heterocycle can be used for the hydroformylation and hydrocyanation of compounds containing at least one ethylenically unsaturated double bond. The phosphinamidite ligand is, for example, represented by the following formulae wherein represents an optionally substituted 5- to 8-membered heterocycle wherein A represents carbon ring members; represents an optionally substituted N-bonded heterocycle wherein (Het) indicates optional ring heteroatoms in addition to the N; and B is a carbon-carbon single bond or a divalent bridging group.

Abstract: Disclosed herein are processes for hydrocyanation and isomerization of olefins by using at least one multidentate phosphonite ligands, including organometallic phosphonite ligands with a Group VIII metal or Group VIII metal compound, and optionally, a Lewis acid promoter.

Abstract: The present invention relates to a method and catalysts for the stereoselective addition of a nucleophile to a reactive ?-bond of a substrate. The chiral, non-racemic catalysts of the present invention constitute the first examples of catalysts for nucleophilic additions that comprise a main-group metal and a tri- or tetra-dentate ligand.

Abstract: Novel phosphites have the formula I P(O—R1)x(O—R2)y(O—R3)z(O—R4)p  I where R1: aromatic radical having a C1-C18-alkyl substituent in the o position relative to the oxygen atom which connects the phosphorus atom to the aromatic system, or having an aromatic substituent in the o position relative to the oxygen atom which connects the phosphorus atom to the aromatic system, or having an aromatic system fused on in the o position relative to the oxygen atom which connects the phosphorus atom to the aromatic system, R2: aromatic radical having a C1-C18-alkyl substituent in the m position relative to the oxygen atom which connects the phosphorus atom to the aromatic system, or having an aromatic substituent in the m position relative to the oxygen atom which connects the phosphorus atom to the aromatic system, or having an aromatic system fused on in the m position relative to the oxygen atom which connects the phosphorus atom to the aromatic system, where the aromatic radical

Abstract: A catalyzed vapor phase process for the hydrocyanation of acyclic diolefinic compounds to olefinic nitriles is described in which the olefinic double bond is not conjugated to the triple bond of the cyano group, wherein a catalyst composition comprising supported copper salts is used.

Abstract: The present invention describes a process for preparing isophoronenitrile by adding HCN to isophorone. The catalyst used is CaO which has a BET surface area of >1.5 m2/g. The use of such a catalyst achieves high yields and selectivities.

Abstract: The invention concerns a method for hydrocyanation of ethylenically unsaturated organic compounds into compounds comprising at least a nitrile function. More particularly, it concerns a method for hydrocyanation of organic compounds comprising at least a ethylenical bond by reacting hydrogen cyanide, in the presence of a catalytic system comprising a transition metal and an organophosphorus ligand. The organophosphorus ligand is a compound with monophosphanorbornadiene structure. The invention concerns in particular hydrocyanation of butadiene into adiponitrile.

Abstract: Described is a process for reducing the fluoride content of products prepared in a process utilizing a fluorophosphite-containing transition metal complex catalyst, involving contacting the products with an adsorbent.

Abstract: Disclosed herein are processes for hydrocyanation and isomerization of olefins by using at least one multidentate phosphonite ligands, including organometallic phosphonite ligands with a Group VIII metal or Group VIII metal compound, and optionally, a Lewis acid promoter.

Abstract: Disclosed herein are processes for hydrocyanation and isomerization of olefins by using at least one multidentate phosphonite ligands, including organometallic phosphonite ligands with a Group VIII metal or Group VIII metal compound, and optionally, a Lewis acid promoter.

Abstract: Novel 3-aryl propionic acid derivatives and analogs, process and intermediate for their manufacture, pharmaceutical preparations containing them and the use of the compounds in clinical conditions associated with insulin resistance.

Abstract: Herein is provided a process for preparing substituted cyclohexanoic acids of formula (I), where Ra is a carbon-containing group optionally linked by oxygen, sulfur or nitrogen to the phenyl ring and j is 1-5; and one of R and R* is hydrogen and the other is C(O)OH.

Abstract: A catalyzed vapor phase process for the hydrocyanation of acyclic diolefinic compounds to olefinic nitriles is described in which the olefinic double bond is not conjugated to the triple bond of the cyano group, wherein a catalyst composition comprising supported copper salts is used.

Abstract: Mixtures of primary amines of the formula (I)

Abstract: The present invention relates to an improved process for preparing 4-substituted resorcinol derivatives, and intermediate compounds useful in the preparation of such resorcinol derivatives.

Abstract: A method for producing compounds of the general formula (I) 1

Abstract: The synthesis of new sterically hindered ferrocene bis(phosphonites) of formula I ##STR1## the synthesis of the corresponding transition-metal complexes and the use of these complexes in transition-metal-catalyzed reactions are described.

Abstract: The object of the present invention is to provide a process for producing 1,4-dicyano-2-butene in a high yield and in an industrially advantageous way.The present invention relates to a process for producing 1,4-dicyano-2-butene which comprises reacting a butene derivative represented by the formula [1]R.sub.1 --CH.sub.2 --CH.dbd.CH--CH.sub.2 --R.sub.2 [1]or the formula [2]R.sub.3 --CH.sub.2 --CHR.sub.4 --CH.dbd.CH.sub.2 [2]wherein each of R.sub.1 and R.sub.3 represents a hydroxy group, lower acyloxy group, lower alkoxy group or cyano group; and each of R.sub.2 and R.sub.4 represents a hydroxy group, lower acyloxy group or lower alkoxy group, with hydrogen cyanide in the presence of a catalyst comprising a product prepared from a cuprous halide, a non-aromatic amine hydrohalide and at least one member selected from the group consisting of Lewis acids and basic compounds.

Abstract: A new process for the production of 1-amino-1-methyl-3(4)-cyanocyclohexane (AMCC), an intermediate for the manufacture of 1-isocyanato-1-methyl-3(4)-isocyanatomethylcyclohexane. In this process, 4(5)-cyano-1-methylcyclohexene is reacted with excess hydrogen cyanide in the presence of aqueous sulfuric acid to form 1-formamido-1-methyl-3(4)-cyanocyclohexane which is then selectively hydrolyzed in an acidic medium to form AMCC.