Synthesis of unsaturated polyester resin effect of. Cn106631784a synthesis process of dimethyl maleate. Pdf the purpose of this work is to study the kinetics of the esterification of maleic anhydride with methanol to form dimethyl maleate in a batch. Chemeo is only indexing the data, follow the source links to retrieve the latest data. Production of maleic anhydride background maleic anhydride is a versatile chemical intermediate used to make unsaturated polyester resins, lube oil additives, alkyd resins, and a variety of other products. Section 1 chemical product and company identification. Files are available under licenses specified on their description page. Dioctyl maleate dom product description maleic acid di 2ethylhexyl ester dom is a clear, virtually colorless liquid with an ester like odor.
Pdf a kinetic approach to the esterification of maleic anhydride. A functionalized dimethyl maleate maleic acid dimethyl. There are 71 suppliers who sells maleic acid esters on, mainly located in asia. Chemistry of 2bromo 3trichloromethyl succinic anhydride and. Recent developments in maleic acid synthesis from bio. The method completes preparation of the dimethyl maleate in a single catalysis and distillation tower, namely the method comprises the. Please note that for some of our products we cannot offer bulk quantities. Production of maleic anhydride chemical engineering.
Maleic acid, also called cisbutenedioic acid ho 2 cchchco 2 h, unsaturated organic dibasic acid, used in making polyesters for fibrereinforced laminated moldings and paint vehicles, and in the manufacture of fumaric acid and many other chemical products. Maleic acid dibutyl ester contains about 15% fumaric acid dialkyl ester and 12% alkoxysuccinic acid dialkyl ester. Dimethyl maleate is an organic compound with the formula c6h8o4. Fumaric acid was first prepared from succinic acid. A wide variety of maleic acid esters options are available to you, such as grade standard. Maleic anhydride has a wide range of other applications.
The experiment results indicated that the solubility of maleic anhydride was highest in dmf and followed by methanol, acetic acid, acetonitrile, acetone, ethyl acetate, 2propanol and nbutyl alcohol. This complex also catalyzes an isomerization of cis stilbene to trans stilbene, though hydrogenation of alkyne is about eight times faster than the. Carboxylic acids and derivatives michigan state university. Dimethyl maleate 624486 tokyo chemical industry uk ltd. Uses edit maleic acid dibutyl ester is mainly used as a plasticizer for aqueous dispersions of copolymers with vinyl acetate and as an intermediate in the preparation of other chemical compounds. Esterification of maleic anhydride and methanol to dmm, and then continuous. It is commonly used as a dienophile for dielsaldertype cycloaddition reactions in. B methyl esters are more reactive acylating agents than their amide counterparts.
Extreme high moderate low section 1 chemical product and company identification product name dimethyl fumarate statement of hazardous nature considered a hazardous substance according to osha 29 cfr 1910. Find more compounds similar to cis2methyl2butenedioic acid, dimethyl ester note. Diethyl maleate 97% maleic acid diethyl ester sigma. Items available from stock in japan will be delivered in 10 business days. The structures of maleic anhydride adducts of essentially pure oleic, linoleic and linolenic methyl esters have been determined. Dmm dimethyl maleate, dmf dimethyl fumarate, dms dimethyl succinate. It is miscible for example with methanol, ethanol, acetone, diethyl ether, n,ndimethyl formamide and toluene, immiscible with aliphatic hydrocarbons and slightly miscible with water. Maleic acid dibutyl ester is a flammable, hard to ignite, oily, colorless to yellowish liquid with a characteristic odor, which has very low solubility in water. Chemistry of 2bromo 3trichloromethyl succinic anhydride. Preparation of maleic acid dimethyl ester europe pmc.
A functionalized dimethyl maleate maleic acid dimethyl ester. Li liang, ping yao, ming jiang, guangzhao zhang, and, yunfeng yan. It is miscible for example with methanol, ethanol, acetone, diethyl ether, n,n dimethyl formamide and toluene, immiscible with aliphatic hydrocarbons and slightly miscible with water. Chemistry of 2bromo 3trichloromethyl succinic anhydride and dimethyl ester. Product description and handling guide maleic acid dibutyl ester dbm page 2 of 4 vapour density air 1 7. Maleic acid is an organic salt or ester of maleic acid that could be conjugated to free base compoundsdrugs to improve the physiochemical properties including stability, solubility and dissolution rate. The esters of maleic acid can be hydroformylated to obtain the formyl. Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, gmp products, impurities and metabolites, apis for veterinary, natural compounds, adcs, stem cell molecule and chiral compounds. Synthesis of unsaturated polyester resin effect of anhydride composition abdeen ahamad, mary lubi c. The evidence from the qualitative testing performed in the laboratory confirms the formation of sixmembered rings by cycloaddition, also known as a dielsalder reaction.
It is used as an additive and intermediate for plastics, pigments, pharmaceuticals, and agricultural products. About 12% of these are pharmaceutical intermediates, 8% are syntheses material intermediates, and 4% are dyestuff intermediates. H, c, and 31p nmr study on polyvinylphosphonic acid and its dimethyl ester. It has a role as a plant metabolite, an algal metabolite and a mouse metabolite.
Maleic acid dibutyl ester is a clear, virtually colourless liquid with an esterlike odour. Recent developments in maleic acid synthesis from biobased. The hydrogenation of acetylenedicarboxylic acid dimethyl ester 80 and diphenylacetylene 83 with rhh 2 ocoohppr i 3 2 gives dimethyl fumarate 82 and transstilbene 84, respectively. In this article we report on the addition of maleic acid. Formic acid has the highest initial rate of reaction. Read a functionalized dimethyl maleate maleic acid dimethyl ester, acta crystallographica section c. Structural chemistry on deepdyve, the largest online rental service for scholarly research with thousands of academic publications available at your fingertips. Dimethyl maleate is used in many organic syntheses as a dienophile for diene. The recent developments and the technical drawbacks in the gas and the liquid phases. Diethyl maleate 97% maleic acid diethyl ester sigmaaldrich.
The potential of fumaric acid as a raw material in the polymer industry and the increment of cost of petroleumbased fumaric acid raises interest in fermentation processes for production of this. The invention discloses a synthesis process of dimethyl maleate. All structured data from the file and property namespaces is available under the creative commons cc0 license. The melting point analysis shows that the product of the dielsalder reaction was somewhat impure, but the product of the hydrolysis of the dielsalder adduct was very pure. Maleic acid is a butenedioic acid in which the double bond has cis zconfiguration. The fatty acid profile for ail the alkyl esters was essentiaily the. Jul 21, 2008 the evidence from the qualitative testing performed in the laboratory confirms the formation of sixmembered rings by cycloaddition, also known as a dielsalder reaction. A traditional synthesis involves oxidation of furfural from the processing of maize using chlorate in the presence of a vanadiumbased catalyst. Find more compounds similar to 2butenedioic acid z, dimethyl ester. Maleic acid, unsaturated organic dibasic acid, used in making polyesters for fibrereinforced laminated moldings and paint vehicles, and in the manufacture of fumaric acid and many other chemical products. Maleic acid or cisbutenedioic acid is an organic compound that is a dicarboxylic acid, a molecule with two carboxyl groups. Sds certificate of analysis product specification technical inquiry stock no. It is widely used as an intermediate and additive for pharmaceuticals, copolymers, pigments, plastics, paints, adhesives and agrochemicals. The invention relates to an improved method for preparing dimethyl maleate through reaction of maleic anhydride and methanol.
The recent developments and the technical drawbacks in the gas and the liquid phases are also. Maleic acid is the cisisomer of butenedioic acid, whereas fumaric acid is the transisomer. Dimethyl maleate is acts as a dienophile involved in ultrasonic irradiation promoted dielsalder reaction with substituted furans. Maleic acid is an organic salt or ester of maleic acid that could be conjugated to free base compoundsdrugs to improve the physiochemical properties. The catalysts for the hydrogenation of esters mainly include ru 811. However, the conversions to ester products from these substituted acids.
It is based on the most recent publications on the topic, which are discussed in details with respect to the observed catalytic performances. Dimethyl maleate can be synthesized from maleic anhydride and methanol, with sulfuric acid acting as acid catalyst, via a nucleophilic acyl substitution for the monomethyl ester, followed by a fischer esterification reaction for the dimethyl ester. Thiocyanates are bonded through the sulfurs with the structure rsc. Maleic acid monomethyl ester, is relative to maleic anhydride m124400, which is a heterocyclic compound used in the manufacture of unsaturated polyester resins. Find more compounds similar to cis2methyl2butenedioic acid, dimethyl ester. Maleic anhydridefumaric acidsuccinic acidglyoxalic acid. Which of the following is a correct name for c 2 h 5 2 cc. Dimethyl maleate is used in many organic syntheses as a dienophile for diene synthesis. It is widely used as an intermediate and additive for. Pdf kinetics and mechanism of the reaction between maleic.
Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed. These resins are much safer and more flexible than general purpose polyester resin. Take the time to validate and double check the source of the data. Application to lead extraction omar kaddour, naima guettaf, nadjia khettab, abdallah gherbi. Abstract the industrial wastes of heavy metals constitute a major problem for the environment which is inparticular dependent, with the toxicity of certain chemical elements. A wide variety of maleic acid esters options are available to you, such as industrial grade, food grade, and medicine grade. Kinetics and mechanism of the reaction between maleic anhydride. Flexibility was obtained by using diethylene or dipropylene glycol instead of propylene glycol. Mar 15, 2000 read a functionalized dimethyl maleate maleic acid dimethyl ester, acta crystallographica section c.
Acetylenedicarboxylic acid dimethyl ester an overview. Dimethyl maleate 624486 buy and find out price and availability, msds, properties of tcis high quality specialty chemicals. Thiocyanate is a salt or ester of thiocyanic acid hscn. Currently, industrial synthesis of fumaric acid is mostly based on catalytic isomerisation of maleic acid in aqueous solutions at low ph. Maleic acid dibutyl ester dbm is a clear, virtually colorless liquid with an esterlike odor. Irradiation of dimethyl maleatel in cyclopentene, followed by distillation, gave a mix. The top countries of supplier is china, from which the percentage of maleic acid esters supply is 100% respectively. It is a conjugate acid of a maleate 1 and a maleate. In 1995, global production of maleic anhydride was estimated at 1. Ep1678117b1 process for the production of dimethyl. Measurement and correlation of the solubility of maleic. The method completes preparation of the dimethyl maleate in a single catalysis and distillation tower, namely the method comprises the following steps that. See actual entry in rtecs for complete information.
Aqueous solutions of thiocyanic acid, also called sulfocyanic acid, are very strong acids of the equilibrium mixture of thiocyanic and isothiocyanic. However, the conversions to ester products from these substituted acids is higher than for the normal straightchain acids. A study on styrene maleic anhydride modification by benzoic acid derivatives and dimethyl sulfoxide ravish s. Maleic acid was available commercially in 1928 and fumaric acid production began in 1932 by acidcatalyzed isomerization of maleic acid. The synthesis of an ester based on maleic anhydride. Interactions of apo cytochrome c with alternating copolymers of maleic acid and alkene. Dimethyl fumarate investigated as a drug and primary irritant. Use this link for bookmarking this species for future reference. It is commonly used as a dienophile for dielsaldertype cycloaddition reactions in organic synthesis.
The source is also providing more information like the publication year, authors and more. It is miscible with, for example, methanol, ethanol, acetone, diethylether, n, ndimethyl formamide and toluene, immiscible with aliphatic hydrocarbons and slightly miscible with water. Product description and handling guide maleic acid dibutyl. It is mainly used as a precursor to fumaric acid, and relative to its parent maleic anhydride, maleic acid has few applications. Although the exact mechanism of action through which dimethyl fumarate exerts its neuroprotective and immunomodulatory effects have yet to be fully. Maleic acid dibutyl ester dbm is a clear, virtually colorless liquid with an ester like odor. Pdf alkenyl succinic anhydrides asa were obtained by reaction between maleic. Ethylenemaleic anhydride copolymers and derivatives. Hplc analyses confirmed that the maximum amount of residual methyl ester reaction was 1. A maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with methanol. Preparation of maleic acid dimethyl ester pat cn1014564 mingkang he. Ep1678117b1 process for the production of dimethyl maleate. Only select registry of toxic effects of chemical substances rtecs data is presented here. Dimethyl maleate is a maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with methanol.
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