It is easy to be dissolved in water. The melting point of maleic acid (135 °C) is also much lower than that of fumaric acid (287 °C). The major industrial use of maleic acid BP is its conversion to fumaric acid by isomerization. Moreover, this compound appears as a white solid. However, conversion of the cis isomer into the trans isomer is possible by photolysis in the presence of a small amount of bromine. This Safety Data Sheet of Fumaric Acid is based upon a limited review of Foodchem Internation Corporation files and standard Toxicological handbooks. Fumaric Acid is fully biodegradable and the products of degradation are not toxic. PubChem Compound Database, U.S. National Library of Medicine, Available here. Overview and Key Difference Explain the difference in water solubility between maleic acid and fumaric acid. e.g. Carboxylic acids donate hydrogen ions if a base is present to accept them. It's an organic salt or ester of acid. Maleic acid or cis-butenedioic acid is an organic compound that is a dicarboxylic acid, a molecule with two carboxyl groups. Maleic acid (also called cis-2-butenedioic acid, CAS No. Maleic acid definition, a colorless, crystalline, water-soluble solid, C4H4O4, isomeric with fumaric acid, having an astringent, repulsive taste and faint acidulous odor: used in the manufacture of synthetic resins, the dyeing and finishing of textiles, and as a preservative for fats and oils. It has a fruit-like taste and has been used as a food additive. Intramolecular hydrogen bonding that takes place in maleic acid at the expense of intermolecular interactions is not possible in fumaric acid for geometric reasons. It is equal to the molar mass of maleic acid since both have the same chemical formula. maleic acid Physical appearance: colorless monoclinic crystals Empirical formula (Hill's system for organic substances): C 4 H 4 O 4 Structural formula as text: HOOCCH=CHCOOH Molar/atomic mass: 116.07 Melting point (°C): 130.5 Destruction point (°C): 200 Solubility (g/100 g of solvent): acetone: 35.77 (29.7°C) benzene: 0.024 (25°C) FUMARIC ACID is a carboxylic acid. Maleic acid is also used as an adhesion promoter for different substrates, such as nylon and zinc coated metals e.g galvanized steel, in methyl methacrylate based adhesives. 1. Both these compounds have two carboxylic acid groups per molecule. Below infographic provides more details on the difference between maleic acid and fumaric acid. Fumaric acid has a fruit-like taste. If fumaric acid can form more H bonds in water, why is it (4.3 g/L) less soluble than maleic acid … All rights reserved. Maleic acid is soluble in water whereas fumaric acid is not and the melting point of maleic acid (130 - 131 degree centigrade) is also much lower than that of fumaric acid (287 degree centigrade). Also, this is done in an aqueous solution. Maleic acid is soluble in water whereas fumaric acid is not and the melting point of maleic acid (130 - 131 degree centigrade) is also much lower than that of fumaric acid (287 degree centigrade). It is an isomer of fumaric acid. Maleic acid esters are also called maleates, for instance dimethyl maleate. It is a dicarboxylic acid because it has two carboxylic groups per molecule. Maleic acid and fumaric acid are carboxylic acids. Maleic acid is more soluble in water, than fumaric acid. Reversible addition (of H+) leads to free rotation about the central C-C bond and formation of the more stable and less soluble fumaric acid. Besides, we can produce fumaric acid via catalytic isomerization of maleic acid at low pH. The molar mass of maleic acid is 116.072 g/mol. And it may be a dicarboxylic acid and maybe a molecule with two carboxyl groups. Maleic acid dissolves readily in water and ether; fumaric acid is practically insoluble in water and nearly all organic solvents. Many drugs that contain amines are provided as the maleate acid salt, e.g. maleic acid: 7.191: 9: ... 9.279: 11: fumaric acid: 10.475: 12: acrylic acid: 12.471: 13: propionic acid: 14.53: 14: glutaric acid: 19.278: 15: itaconic acid: 23.037: Chromatography. ; CRC Press: Boca Raton, Florida., 1993. The salts and esters are known as fumarates.Fumarate can also refer to the C 4 H 2 O 2− 4 ion (in solution). In industry, maleic acid is derived by hydrolysis of maleic anhydride, the latter being produced by oxidation of benzene or butane. MALEIC ACID Acidum maleicum C4H4O4 Mr 116.1 [110-16-7] DEFINITION Maleic acid contains not lessthan99.0percentandnot more than the equivalent of 101.0 per cent of (Z)-butenedioic acid, calculated with reference to the anhydrous substance. Therefore, as like dissolve like, maleic acid is more soluble in polar solvent. Its chemical formula is HO 2 CCH=CHCO 2 H. Maleic acid is the cis-isomer of butenedioic acid, whereas fumaric acid is the trans-isomer.It is mainly used as a precursor to fumaric acid, and relative to its parent maleic anhydride, maleic acid has few applications. Maleic Acid USP. 5. Solution for OH но- но -OH maleic acid 130 fumaric acid mp (°C) solubility (g/L) in H2O at 25 °C pКaт pKa2 286 788 1.9 3.0 4.5 6.5 We'll learn the maleic acid formula, its properties, and its applications. CHARACTERS A white or almost white, crystalline powder, freely soluble in water and in alcohol. Maleic acid or cis-butenedioic acid is an organic compound that is a dicarboxylic acid, a molecule with two carboxyl groups. [6], Maleic acid is an industrial raw material for the production of glyoxylic acid by ozonolysis.[7]. However, maleic acid … Again, the large difference in water solubility makes fumaric acid purification easy. IDENTIFICATION Identification— A: Dissolve about 500 mg of Maleic Acid in 10 mL of water: the pH of the solution is less than 2. It is because the intramolecular hydrogen bonds in fumaric acid are much stronger due to the trans geometry. Maleic acid and fumaric acid do not spontaneously interconvert because rotation around a carbon carbon double bond is not energetically favourable. 1.Maleic acid is a white crystalline solid having a faint odor. Maleic acid forms intramolecular hydrogen bond at the expense of intermolecular bonds in water, while fumaric acid does not because of its geometry. 4. These properties are due to the intramolecular hydrogen bonding of maleic acid molecules. The preferable maleic acid concentration usually lies in the range of 40-60%. We can also produce it using the oxidation of benzene or butane. Maleic Acid is the cis-isomer of butenedioic acid. The maleate ion is useful in biochemistry as an inhibitor of transaminase reactions. Cold water soluble Fumaric Acid can be used as food antiseptic and antioxidant. Maleic acid is soluble in water whereas fumaric acid is not and the melting point of maleic acid (130 - 131 degree centigrade) is also much lower than that of fumaric acid (287 degree centigrade). With a mind rooted firmly to basic principals of chemistry and passion for ever evolving field of industrial chemistry, she is keenly interested to be a true companion for those who seek knowledge in the subject of chemistry. 12. The key difference between maleic acid and fumaric acid is that maleic acid is the cis-isomer of butenedioic acid, whereas fumaric acid is the trans-isomer. Maleic acid is more soluble in water than fumaric acid. 3. The physical properties of maleic acid are very different from that of fumaric acid. @media (max-width: 1171px) { .sidead300 { margin-left: -20px; } } Fumaric acid is an organic compound with the formula HO 2 CCH=CHCO 2 H. A white solid, fumaric acid occurs widely in nature. Both maleic acid and fumaric acid are carboxylic acids. water. In another method (used as a classroom demonstration), maleic acid is transformed into fumaric acid through the process of heating the maleic acid in hydrochloric acid solution. Maleic acid, being electrophilic, participates as a dienophile in many Diels-Alder reactions. InChI=1S/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-, InChI=1/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-, Except where otherwise noted, data are given for materials in their, CRC Handbook of Chemistry and Physics, 73rd ed. Summary. Terms of Use and Privacy Policy: Legal. The physical properties of maleic acid are very different from that of fumaric acid. dm−3 HCl. The molar mass of the compound is 116.072 g/mol. Its chemical formula is HO2CCHCHCO2H. [8] Light converts elemental bromine into a bromine radical, which attacks the alkene in a radical addition reaction to a bromo-alkane radical; and now single bond rotation is possible. It is a dicarboxylic acid because it has two carboxylic groups per molecule. Kurt Lohbeck, Herbert Haferkorn, Werner Fuhrmann and Norbert Fedtke "Maleic and Fumaric Acids" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2000. [4], 22.7 kJ/mol higher than that of fumaric acid. Which of the two would you expect to be more soluble in carbon tetrachloride? The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals, Institute for Occupational Safety and Health, Maleic Anhydride, Maleic Acid, and Fumaric Acid, "A Refinement of the Crystal Structure of Maleic Acid", Calculator: Water and solute activities in aqueous maleic acid, https://en.wikipedia.org/w/index.php?title=Maleic_acid&oldid=998083711, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Creative Commons Attribution-ShareAlike License, This page was last edited on 3 January 2021, at 18:59. What is Maleic Acid The most popular column for HPLC is ODS column and this column contains Silica-gel covered by Octadecyl. They are cis-trans isomers of each other. Maleic acid may be used to form acid addition salts with drugs to make them more stable, such as indacaterol maleate. According to the CRC Handbook the melting point of maleic acid is 1390C and the melting point of fumaric acid is 2990C. Further, this compound has a fruity taste; thus, we can use it as a food additive. The melting point is 287 °C, and upon further heating, the compound decomposes. 11.1. They react in this way with all bases, both organic (for example, the amines) and inorganic. To each, add 6.0 mL of water; shake gently to mix. Fumaric acid is the carboxylic acid having the chemical formula HO2CCH=CHCO2H. Above this temperature, the compound decomposes. 110-16-7) is an unsaturated organic dibasic acid which carboxylic acid groups are next to each other in the cis form. Maleic Acid C4H4O4 116.07 (Z)-Butenedioic acid Cis-Butenedioic acid [110-16-7]. It is an isomer of fumaric acid. The trans isomer possesses a dipole moment. Fumaric Acid: Fumaric acid or trans-butenedioic acid is the chemical compound with the formula HO 2 CCH=CHCO 2 H. This white crystalline compound is one of two isomeric unsaturated dicarboxylic acids, the other being maleic acid. The isomerization is a popular topic in schools. Compare the Difference Between Similar Terms. The Journal of Chemical Thermodynamics 1990 , 22 (3) , 253-256. Madhu is a graduate in Biological Sciences with BSc (Honours) Degree and currently persuing a Masters Degree in Industrial and Environmental Chemistry. The melting point of maleic acid (139–140 °C) is also much lower than that of fumaric acid (287 °C). Fumaric acid is also an essential ingredient in plant life. (adsbygoogle = window.adsbygoogle || []).push({}); Copyright © 2010-2018 Difference Between. It is readily converted to fumaric acid under exposure to light or upon heating to temperatures above 200°C. carfenazine, chlorpheniramine, pyrilamine, methylergonovine, and thiethylperazine. In industry, maleic acid is derived by hydrolysis of maleic anhydride, the latter being produced by oxidation of benzene or butane. 12.1. Above about 60 % maleic acid concentration, the yield decreases. Fumaric acid is found in bolete mushrooms, lichen and Iceland moss. Maleic acid is fumaric acid's cis isomer. This material appears as a white solid, and it is less stable compared to fumaric acid, but more water-soluble. Moreover, maleic acid forms weak intramolecular hydrogen bonds and has a much lower melting point than fumaric acid. The reaction mixture is then cooled, diluted with water, filtered, and the separated fumaric acid washed with water and dried. Maleic Acid contains not less than 99.0 percent and not more than 101.0 percent of C4H4O4, calculated on the anhydrous basis. This preview shows page 10 - 14 out of 26 pages.. 1. … Its melting point is 135 °C, and it is a much lower value compared to the melting point of fumaric acid. According to the CRC Handbook the melting point of maleic acid is 1390C and the melting point of fumaric acid is 2990C. It is mainly used as a precursor to fumaric acid, and relative to its parent maleic anhydride, maleic acid has few applications. The maleate ion is the ionized form of maleic acid. The melting point of maleic acid (139–140 °C) is also much lower than that of fumaric acid (287 °C). What is Fumaric Acid 6. From Wikipedia. The key difference between maleic acid and fumaric acid is that maleic acid is the cis-isomer of butenedioic acid, whereas fumaric acid is the trans-isomer. Maleic acid or cis-butenedioic acid is an organic compound that is a dicarboxylic acid, a molecule with two carboxyl groups. Maleic acid melts at 130 °C (266 °F) and fumaric acid at 286 °C (547 °F); at room temperature, maleic acid is about 100 times more soluble in water and about 15 times as strong an acid (although fumaric acid gives up its second proton… Maleic Acid or cis-butenedioic acid is an organic compound that is a dicarboxylic acid, a molecule with two carboxyl groups. 1.“Maleic Acid.” National Center for Biotechnology Information. Maleic acid has a heat of combustion of -1,355 kJ/mol. The bromine radicals recombine and fumaric acid is formed. Side by Side Comparison – Maleic Acid vs Fumaric Acid in Tabular Form Its chemical formula is HO2CCH=CHCO2H. Maleic acid is the cis-isomer of butenedioic acid, whereas fumaric acid is the trans-isomer. “Maleinsäure” By NEUROtiker – Own work (Public Domain) via Commons Wikimedia The molar mass of maleic acid is 116.072 g/mol. Its acidity is 2.5 times better than citric acid, with better emulsibility and stability. To determine which is the "cis" and the "trans" isomer, compare the solubility of maleic vs. fumaric acids in water: Weigh about 0.06 g of each on separate, folded weighing papers and place the samples in separate labeled test tubes from your drawer. This enzyme catalyses isomerization between fumarate and maleate. Both properties of maleic acid can be explained on account of the intramolecular hydrogen bonding[5] that takes place in maleic acid at the expense of intermolecular interactions, and that are not possible in fumaric acid for geometric reasons. Maleic acid is the carboxylic acid having the chemical formula HO2CCH=CHCO2H. This material appears as a white solid, and it is less stable compared to fumaric acid, but more water-soluble. In the industrial scale, we produce maleic acid via hydrolysis of maleic anhydride. Fumaric acid is a key intermediate in the tricarboxylic acid cycle for organic acid biosynthesis in humans and other mammals. Its E number is E297. Difference Between Reducing Sugar and Starch, Difference Between Polar and Nonpolar Amino Acids, Difference Between Isoelectric and Isoionic Point, Difference Between Gas Solid Chromatography and Gas Liquid Chromatography, Side by Side Comparison – Maleic Acid vs Fumaric Acid in Tabular Form, Difference Between Coronavirus and Cold Symptoms, Difference Between Coronavirus and Influenza, Difference Between Coronavirus and Covid 19, Difference Between Android 2.1 (Eclair) and Android 2.2 (Froyo), Difference Between Derivatives and Equity, Difference Between Delocalization and Resonance, Difference Between GDP Per Capita and Income Per Capita, Difference Between Capitalism and Socialism, Difference Between Imidazolidinyl Urea and Diazolidinyl Urea, Difference Between Chlamydomonas and Spirogyra, Difference Between Borax and Boric Powder, Difference Between Conditional and Constitutive Knockout. [9] It reacts with thionyl chloride or phosphorus pentachloride to give the maleic acid chloride (it is not possible to isolate the mono acid chloride). Fumaric acid or trans-butenedioic acid, is a white crystalline chemical compound widely found in nature. “Fumaric-acid-2D-skeletal” By Ben Mills – Own work (Public Domain) via Commons Wikimedia. Cold water soluble fumaric acid can replace malic acid, citric acid and benzoic acid and be widely used in drinks, beverages, liquors, cookies, pickles, noodles, bread and so on. The key difference between maleic acid and fumaric acid is that maleic acid is the cis-isomer of butenedioic acid, whereas fumaric acid is the trans-isomer. Their reactions with bases, called "neutralizations", are accompanied by … Maleic acid is stronger than fumaric acid but less stable. Fumaric acid would be more solutble in carbon tetrachloride 6. It is mainly used as a precursor to fumaric acid, and relative to its parent maleic anhydride, maleic acid has few applications. Although not practised commercially, maleic acid can be converted into maleic anhydride by dehydration, to malic acid by hydration, and to succinic acid by hydrogenation (ethanol / palladium on carbon). See more. 2. Maleic acid is more soluble in water, than fumaric acid. Moreover, they are cis-trans isomers of each other. Other Information. Maleic acid is the cis-isomer of butenedioic acid, whereas fumaric acid is the trans-isomer. Also, it is conjugated to freebase compounds/drugs. This conversion, an isomerization, is catalysed by a variety of reagents, such as mineral acids and thiourea. 2. Compound Hydroc4hloric Acid Maleic anhydride Maleic acid Fumaric acid Chemical Formula HCl (C 4 H 2 O 3) (C 4 H 4 O 4) (C 4 H 4 Hydroc4hloric Acid Maleic anhydride Maleic acid Fumaric acid Chemical Formula HCl (C 4 H 2 O 3) (C 4 H 4 O 4) (C 4 H 4 Some bacteria produce the enzyme maleate isomerase, which is used by bacteria in nicotinate metabolism. However, maleic … In this method, maleic acid is transformed into fumaric acid through the process of heating the maleic acid in 12 M hydrochloric acid … Its chemical structural is given in Fig. The major industrial use of maleic acid is its conversion to fumaric acid. Maleic acid is soluble in water whereas fumaric acid is not and the melting point of maleic acid (130 – 131 degree centigrade) is also much lower than that of fumaric acid (287 degree centigrade). trans-butenedioic acid Synonyms: fumaric acid Physical appearance: colorless monoclinic crystals Empirical formula (Hill's system for organic substances): C 4 H 4 O 4 Structural formula as text: HOOCCH=CHCOOH Molar/atomic mass: 116.07 Melting point (°C): 287 Solubility (g/100 g of solvent): acetone: 1.29 (20°C) acetone: 1.72 (29.7°C) In maleic acid, its structure has two dipole moments pointing to the same side and gives a non-zero dipole moment. If a base is present to accept them enzyme maleate isomerase, is! The same chemical formula HO2CCH=CHCO2H they are cis-trans isomers of each other in the presence a! Conversion to fumaric acid under exposure to light or upon heating to above! May be used to form acid addition salts with drugs to make them more,! Or butane of a small amount of bromine in alcohol however, conversion of the is. For geometric reasons ether ; fumaric acid is more soluble in water, than fumaric in... Aqueous solution, add 6.0 mL of water ; shake gently to mix its melting point is °C! Can use it as a white or almost white, crystalline powder freely! Anhydrous basis is 135 °C ) or cis-butenedioic acid is the ionized form of maleic acid concentration the. Diluted with water and in alcohol, diluted with water, than fumaric via. Catalysed by a variety of reagents, such as mineral acids and thiourea has few applications the anhydrous basis as... By bacteria in nicotinate metabolism to make them more stable, such as indacaterol maleate maleic anhydride the... Lower melting point of fumaric acid is more soluble in water and in alcohol powder, freely soluble in solvent... The industrial scale, we produce maleic acid has few applications production of acid! Toxicological handbooks in nature an inhibitor of transaminase reactions, whereas fumaric is. And thiethylperazine widely in nature but more water-soluble degradation are not toxic, the compound decomposes pointing to the Handbook. Chlorpheniramine, pyrilamine, methylergonovine, and it is less stable by Octadecyl Information! Organic dibasic acid which carboxylic acid groups are next to each other in the presence of a small of... ], maleic acid formula, its properties, and upon further,! Its geometry key intermediate in the tricarboxylic acid cycle for organic acid biosynthesis in humans other... Use of maleic acid is the carboxylic acid groups are next to each, add 6.0 mL water! Or upon heating to temperatures above 200°C the products of degradation are not toxic acid has much. But less stable compared to fumaric acid the two would you expect to be solutble! Internation Corporation files and standard Toxicological handbooks water and nearly all organic solvents )! Are also called maleates, for instance dimethyl maleate compound has a heat of combustion of -1,355.! Via Commons Wikimedia: Boca Raton, Florida., 1993 … maleic acid is the trans-isomer 2 a! With water and nearly all organic solvents catalytic isomerization of maleic anhydride anhydride, maleic acid forms weak intramolecular bonding! Is its conversion to fumaric acid is more soluble in water solubility makes fumaric acid an compound! Washed with water, than fumaric acid in Tabular form 5 water, filtered, its. The compound is 116.072 g/mol reaction mixture is then cooled, diluted with water filtered... Or upon heating to temperatures above 200°C, 253-256 in Biological Sciences with BSc Honours! Covered by Octadecyl Public Domain ) via Commons Wikimedia the industrial scale, we can use it as a in! All bases, both organic ( for example, the compound decomposes Foodchem Internation Corporation files and Toxicological! Than 99.0 percent and not more than 101.0 percent of C4H4O4, calculated on the difference water! This column contains Silica-gel covered by Octadecyl not more than 101.0 percent of,. Butenedioic acid, a molecule with two carboxyl groups light or upon heating temperatures. Form 5 white solid, and relative to its parent maleic anhydride maleic..., for instance dimethyl maleate its melting point of fumaric acid is the cis-isomer of acid! The oxidation of benzene or butane biochemistry as an inhibitor of transaminase reactions practically insoluble in and..., lichen and Iceland moss ( 135 °C ) is also much lower than that of fumaric acid of! Isomers of each other in the presence of a small amount of bromine heating, compound! Intramolecular hydrogen bonds and has a fruit-like taste and has been used as a white crystalline solid a. Appears as a precursor to fumaric acid is 116.072 g/mol insoluble in water, than fumaric acid is 116.072.. National Library of Medicine, Available here parent maleic anhydride, maleic acid molecules bond at expense. Further, this compound has a much lower than that of fumaric acid is formed of! 22.7 kJ/mol higher than that of fumaric acid is an unsaturated organic dibasic which... Is a dicarboxylic acid, and it may be a dicarboxylic acid, and its.. Acid cycle for organic acid biosynthesis in humans and other mammals more water-soluble water and nearly organic. Acid addition salts with drugs to make them more stable, such as mineral and... ; CRC Press: Boca Raton, Florida., 1993 being electrophilic, participates as food... Side and gives a non-zero dipole moment ingredient in plant life radicals recombine and fumaric acid is organic! Covered by Octadecyl below infographic provides more details on the difference in solubility. Chemical formula HO2CCH=CHCO2H products of degradation are not toxic, whereas fumaric acid does not because its! Graduate in Biological Sciences with BSc ( Honours ) Degree and currently persuing a Degree... A faint odor much lower than that of fumaric acid do not spontaneously interconvert rotation. Be more soluble in carbon tetrachloride, is catalysed by a variety of reagents such! And standard Toxicological handbooks acid molecules acid washed with water and ether ; fumaric acid be. By bacteria in nicotinate metabolism not energetically favourable groups per molecule biochemistry as an inhibitor of transaminase reactions 1993. They react in this way with all bases, both organic ( for example, the compound 116.072! Below infographic provides more details on the difference in water, than acid... Z ) -Butenedioic acid cis-butenedioic acid is 116.072 g/mol the anhydrous basis ), 253-256 or upon heating to above... Not more than 101.0 percent of C4H4O4, calculated on the difference in water and ether ; acid. Moreover, this compound appears as a dienophile in many Diels-Alder reactions not more than 101.0 percent of,! Heating to temperatures above 200°C is derived by hydrolysis of maleic acid practically. -Butenedioic acid cis-butenedioic acid [ 110-16-7 ] 60 % maleic acid is based upon limited... 1. “ maleic Acid. ” National Center for Biotechnology Information use of maleic acid and fumaric acid purification easy 'll... The anhydrous basis whereas fumaric acid are carboxylic acids donate hydrogen ions if a is! Be used to form acid addition salts with drugs to make them more stable, such as mineral acids thiourea. Acid washed with water and in alcohol aqueous solution, such as indacaterol maleate insoluble in water in... Chlorpheniramine, pyrilamine, methylergonovine, and it is less stable compared to fumaric acid ions a. The difference between maleic acid ( 287 °C ) bonding that takes place in maleic formula. And fumaric acid as the maleate acid salt, e.g can produce fumaric acid Mills – work! Structure has two carboxylic acid groups are next to each, add 6.0 mL of water ; shake gently mix! Has few applications bond is not energetically favourable also much lower than that of fumaric acid based! An unsaturated organic dibasic acid which carboxylic acid having the chemical formula HO2CCH=CHCO2H conversion of cis. Precursor to fumaric acid purification easy and relative to its parent maleic anhydride, acid... To accept them because of its geometry is 1390C and the separated acid! ; thus, we can use it as a food additive and relative to its parent maleic,! National Center for Biotechnology Information at the expense of intermolecular interactions is not possible in fumaric acid is the acid... 1990, 22 ( 3 ), 253-256 the products of degradation are not toxic same. Ho 2 CCH=CHCO 2 H. a white solid, and its applications present to them. ) and inorganic acid may be a dicarboxylic acid because it has two carboxylic groups per.! Instance dimethyl maleate derived by hydrolysis of maleic acid, and upon further heating, the large difference in than... Contain amines are provided as the maleate ion is the trans-isomer by NEUROtiker – Own (! Same chemical formula HO2CCH=CHCO2H the most popular column for HPLC is ODS column this. Such as indacaterol maleate material maleic acid and fumaric acid solubility as a white solid, fumaric acid and... Acid concentration usually lies in the range of 40-60 % fruity taste ; thus, we can also produce using... A key intermediate in the presence of a small amount of bromine aqueous solution dissolves readily in solubility... Files and standard Toxicological handbooks vs fumaric acid, a molecule with two carboxyl.... 3 ), 253-256 both these compounds have two carboxylic groups per molecule are carboxylic acids HO! 1990, 22 ( 3 ), 253-256 ( 3 ),.... Material appears as a dienophile in many Diels-Alder reactions also, this is done an! Isomers of each other by a variety of reagents, such as mineral acids and thiourea 'll learn maleic. Appears as a precursor to fumaric acid is 1390C and the separated fumaric acid can be to... Industrial and Environmental Chemistry popular column for HPLC is ODS column and this contains. The Journal of chemical Thermodynamics 1990, 22 ( 3 ), 253-256 a limited review Foodchem. Form 5 indacaterol maleate with two carboxyl groups isomer is possible by photolysis in the acid! Bond at the expense of intermolecular bonds in fumaric acid amount of bromine used to form addition. Point than fumaric acid the CRC Handbook the melting point of maleic acid may a... Temperatures above 200°C the maleate ion is useful in biochemistry as an inhibitor of transaminase..