(b) reacting the phosphonium salt represented by formula I with 2,7-dimethyl-2,4,6-octatriendial, to produce lycopene. The phosphonium structure is converted to phosphine oxide as the result of this reaction. $0 - $200 (90) $201 - $500 (34) $501 - $1000 (2) Absorption Maximum Wavelength. The E isomer/Z isomers ratio is accordingly 3.4:1. It can be obtained by known methods from pseudoionone. ethane- or methanesulfonic acid, especially the industrially available methanesulfonic acid (70%). is Cn H2n+1 --SO3.crclbar., with n =1-4, or, which comprises reacting an alcohol of the formula II: ##STR5##. The invention also relates to phosphonium salts of the formula I ##STR3##. De très nombreux exemples de phrases traduites contenant "ammonium phosphonium" – Dictionnaire français-anglais et moteur de recherche de traductions françaises. Part X1..sup.1 Synthesis of .delta.-Carotene and .epsilon.-Carotene", Journal of the Chemical Society, Part II, (1965), pp. Name: Phosphonium, tetrakis(hydroxyethyl)-, sulfate (2:1) (salt) IUPAC Systematic Name: Bis(tetrakis(hydroxymethyl) phosphonium) sulfate (salt) Synonym: Octakis(hydroxyethyl) phosphonium sulfate; 1RPS Tetrakis(hydroxyethyl) phosphonium chloride. Add to Cart. The mixture was then stirred for 30 minutes before the reaction solution was analyzed by HPLC with an internal standard for content and selectivity. 2019-2026. … X.crclbar. with n=1-4, Ar--SO3.crclbar. ... formula 2n acid sulfonic acid Prior art date 1997-08-08 Legal status (The legal status is an assumption and is not a legal conclusion. Molecular Formula. Phosphonium Phosphonium; Systematic name. with a triarylphosphine in the presence of a sulfonic acid of the formula Cn H2n+1 --SO3 H or CF3 --SO3 H. where n is as defined above, in a solvent. The residue was taken up in 25 ml of methanol and extracted once with 100 ml, and four times with 50 ml each time, of heptane. The reaction mixture was allowed to cool to room temperature, and then zinc (0.0117 mol, 0.76 g) was added. The quaternary phosphonium cations include tetraphenylphosphonium, (C 6 H 5) 4 P + and tetramethylphosphonium. Phosphonium ionic liquids, with the generic formula [PR 4] +, have four substituents on the phosphonium cation.Variations in the substituents and available anions represent a large number of possible salts (Figure.1). It is possible by the process according to the invention to convert vinylpseudoionol of the formula II with, for example, methanesulfonic acid in glacial acetic acid into the corresponding phosphonium methanesulfonate in yields of 85-90% and with an E/Z selectivity of 3.7:1. In addition, to obtain a high E/Z ratio in the lycopene, it is necessary to remove (Z) contributions to the phosphonium salt by crystallization. Substance Name: Phosphonium, triphenyl(phenylmethyl)-, salt with 1,1,2,2,3,3,4,4,4-nonafluoro-N-methyl-1-butanesulfonamide (1:1) RN: 332350-93-3 with a triarylphosphine and a sulfonic acid represented by the formula Cn H2n+1 --SO3 H or CF3 --SO3 H, wherein n=1-4, to produce a phosphonium salt represented by formula I: ##STR7##, wherein R=aryl and X=CnH2n+1 --SO363 or CF3 --SO3.crclbar. 15175. The lycopene prepared by the process according to the invention is used in a conventional way as coloring agent for human or animal foods, as antioxidant or as nutraceutical. Les sels d'alkyltriphénylphosphonium sont très utilisés pour préparer les ylures de phosphore (« réactifs de Wittig ») utilisés dans la réaction de Wittig. The invention furthermore relates to a process for preparing lycopene, which comprises reacting a phosphonium salt of the formula I having the meanings for R, X, Ar and n stated in claim 1 with 2,7-dimethyl-2,4,6-octatrienedial. A mixture of 41.9 g of triphenylphosphine, 13.7 g of methanesulfonic acid (70% strength) and 100 ml of acetic acid was heated to 80° C. and then, over the course of 10 minutes, 24.2 g of 3,7,11-trimethyldodeca-1,4E,6E,10-tetraen-3-ol (91% pure) were added. Le dichlorure de triphénylphosphine, Ph3PCl2, a été rapporté comme composé ionique (PPh3Cl)+Cl− dans les solutions polaires et comme espèce moléculaire avec une géométrie géométrie trigonale bipyrmidale dans les solutions apolaires et à l'état solide[3]. A mixture of 39.3 g of triphenylphosphine, 15.1 g of trifluoromethanesulfonic acid and 100 ml of acetic acid was heated to 80° C. and then, over the course of 10 minutes, 23.2 g of (95% pure) 3,7,11-trimethyldodeca-1,4E,6E,10-tetraen-3-ol were added. & Terms of Use. & Terms of Use. More … Tetrakis(hydroxymethyl)phosphonium sulfate is characterized by its low solidity point and good stability. Unlike vinyl-β-ionol, which is a precursor used for synthesizing vitamin A and β-carotene, it is possible to react vinylpseudoionol as precursor for preparing lycopene under these standard conditions only with poor yields and with low E/Z selectivities to give the corresponding C15 -phosphonium salts. The solution contained 49.2 g (85.6%) of 3,7,11-trimethyldodeca-2,4,6,10-tetraen-1-yl-triphenylphosphonium ethanesulfonate consisting of 38.8 g (67.5%) of all-E isomer, 5.62 g (9.8%) of 6Z isomer and 4.76 g (8.3%) of 2Z isomer. The methanolic solution containing the required product was investigated by HPLC with an internal standard. Les phosphines (R3P) peuvent réagir avec des dihalogènes (X2) pour former des halogénures de phosphonium (R3PX2). with n=1-4, or CF3 --SO3.crclbar., in particular CH3 --SO363 . Molecular Formula. DE-B 27 29 974 discloses a process for preparing aqueous solutions of polyenyltriarylphosphonium salts of strong acids in acetic acid (see Example 3), although no 3,7,11-trimethyldodeca-2,4,6,10-tetraen-1-ylphosphonium salts, nor any alkanesulfonic acid, are mentioned in the Examples. 10. (b) reacting the phosphonium salt represented by formula I with 2,7-dimethyl-2,4,6-octatriendial, to produce lycopene. Chem. Phosphonium salt • Tetrakis(hydroxymethyl)phosphonium chloride. The present invention relates to a process for preparing 3,7,11-trimethyldodeca-2,4,6,10-tetraen-1-ylphosphonium salts, to the corresponding phosphonium salts, and to a process for preparing lycopene. Analysis revealed 50.7 g (90.4%) of 3,7,11-trimethyldodeca-2,4,6,10-tetraen-1-yl-triphenylphosphonium methanesulfonate consisting of 39.8 g (71.0%) of all-E isomer, 5.69 g (10.1%) of 6Z isomer and 5.22 g (9.3%) of 2Z isomer. The phosphonium salt of the formula I is preferably in the all-E form. The reaction is preferably carried out in an alkanecarboxylic acid as solvent, particularly suitable alkanecarboxylic acids having 1-8 carbon atoms, especially acetic acid and propionic acid. It is an object of the present invention to provide a process for preparing phosphonium salts, which in one step results in 3,7,11-trimethyldodeca-2,4,6,10-tetraen-1-ylphosphonium salts which have a high E content and which give high E/Z selectivities on further reaction to lycopene. No. Soc., 1965, 2019-2026). A61P33/10 - Anthelmintics. We have found that this object is achieved by a process for preparing phosphonium salts of the formula I ##STR1##. Abstr. EP 382 067 describes a process in which C15 -phosphonium salts of lower alkanoic acids are prepared as intermediates because the salts which are mentioned of strong acids always give poor E/Z selectivities and, in the subsequent preparation of lycopene, low yields (byproducts). X.crclbar. Phosphonium, [ (4-formylphenyl)methyl]triphenyl-, chloride (1:1) Phosphonium salt II-41. As a rule, the C15 -phosphonium salts for synthesizing carotenoids are prepared from vinylcarbinols by reaction with triphenylphosphine and a strong acid such as HCl or H2 SO4 in protic solvents (see, for example, J. Chem. The sulfonic acids which are preferably used are alkanesulfonic acids, eg. The mixture was stirred under nitrogen overnight. Les sels de phosphonium sont en général stables, et peuvent souvent être purifiés par recristallisation dans l'éthanol. … The mixture was then stirred for 30 minutes before the reaction solution was analyzed by HPLC with an internal standard for content and selectivity. The salts of the alkanoic acids must be converted back into the chlorides (anion exchange) in an elaborate procedure before the subsequent Wittig reaction. Wikipedia. De tels sels peuvent être produits par réactions entre la triphénylphosphine et un halogénure d'alkyle : Cette réaction fonctionne bien si le groupe alkyle est un groupe méthyle ou un alkyle primaire sans entrave, mais a en général un faible rendement avec un halogénure d'alkyle secondaire, les groupes tertiaires ne pouvant pas former d'ylure. Internal standard for content and selectivity sulphite phosphonium salts of the status listed )... Isomer to the accuracy of the phosphonium salt especially the industrially available methanesulfonic acid, especially the available! Investigated by HPLC with an internal standard for content and selectivity groups on.. Anthelminthic composition of quaternary phosphonium cations include tetraphenylphosphonium, ( C 6 H 5 ) 4 P + and.... Et moteur de recherche de traductions françaises sels de phosphonium sont en général stables, et,... 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