It is mainly used as a precursor to fumaric acid, and relative to its parent maleic anhydride, maleic acid has few applications. 0000060273 00000 n The results are con- sistent with the existence of an H-bridged … 0000000015 00000 n 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. MDL number MFCD00063177. ChemicalBook ProvideMaleic acid(110-16-7) 1H NMR,IR2,MS,IR3,IR1,1H NMR,Raman,ESR,13C NMR,Spectrum. A. CKNOWLEDGEMENTS. /Resources 54 0 R 0000003786 00000 n Some bacteria produce the enzyme maleate isomerase, which is used by bacteria in nicotinate metabolism. Spectroscopic and ther- mal analyses of poly[(N-vinylimidazole)-co-(maleic acid)] (poly(VIm/MA)) were undertaken as a func- tion of protonation using Fourier transform infrared (FTIR), NMR and TGA-DSC. 0000064627 00000 n H3C N H N NH2 CH3 NH NH. 0000046895 00000 n Maleic acid (MA) is a dicarboxylic acid that undergoes esterification with ethanol in the presence of cation-exchange resin catalysts to form diethyl maleate. FT-IR and NMR spectra (Fig. ; CRC Press: Boca Raton, Florida., 1993. startxref 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. 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). trailer This compound belongs to the class of organic compounds known as dicarboxylic acids and derivatives. In industry, maleic acid is derived by hydrolysis of maleic anhydride, the latter being produced by oxidation of benzene or butane. 0000046165 00000 n [2] Its crystalline structure has been analyzed. Maleic acid for synthesis. 0000035037 00000 n Maleic acid hydrotropic fractionation (MAHF), lignin esterification (carboxylation), 2D NMR, enzymatic hydrolysis, lignin containing cellulose nanofibrils (LCNF) Related Search. This conversion, an isomerization, is catalysed by a variety of reagents, such as mineral acids and thiourea. 0000063457 00000 n 0000061348 00000 n endobj It is a dicarboxylic acid that is made by all living organisms, contributes to the sour taste of fruits, and is used as a food additive. /CropBox[0 0 595 842] 0000017491 00000 n H�lTkXSW��p/�`�\/����q���(#*b:�C�e���J�Ay�@�(S���**/E��ȇE��V��ڙ��i'����|���}��k�u���`8�[�6n�ymX����'~���G���M�σB-L�yVhJ��ɏ ���#��ͭb&8��wW(SU��5�(–�_�z+�T�bR��Q ɬGb�B�T���Q�v�,>��7�'��Q�Q���������D��� 0000010876 00000 n 0000002617 00000 n PubChem Substance ID 329770173. POLY(ACRYLIC ACID-ALT -MALEIC ANHYDRIDE) V. B. Konsulov, A. maleic anhydride reactants,16 purified by reprecipitation and then hydrolyzed (Scheme 1b). endobj 0000002405 00000 n Molecular Weight 116.07 . x�c```f``Og`g`}� �� l@Q�6����+���/p��_���Į��v��G!��N���G�� R��tfnɺ��}�����+>��p��G�a��1^��NK�ge�����j�s�v�.>1Y+� ��!���7$����I��� 5l�@���|�vb��/���>"�n)�+wjLh�_�p��t�C6�&�(�t~.�3�.�BbB�o$�����H'T��`VX��`����@���tf�S5B��"D����Vr>s`h`�&E���c�r� Ź�L��4;�ô��H1�et�ց�2Q愍��} 00m: f� �S�c In such cases, it is advisable to compare resonances that have similar chemical shifts (and to choose calibrants that will enable this) and to place the centre of the spectrum Maleic acid 116.07 6.0- ... NMR due to its high frequency and larger chemical shift range, but can also be problematic for 13C NMR. 0 Free monome(as maleic acid%) 11.0 max Density (20 C)g/cm3 1.18-1.22 pH(1% solution) 2.0-3.0 USAGE: MA/AA is used in circulating cool water system, medium or lower pressure boiler and distillation system in which high temperature is usually encountered. General description. /MediaBox[0 0 595 842] Many drugs that contain amines are provided as the maleate acid salt, e.g. The bromine radicals recombine and fumaric acid is formed. 55 0 obj 4182 Macromolecules 1998, 31, 4182-4188 Dissociation Behavior of Poly(maleic acid): Potentiometric Titrations, Viscometry, Pulsed Field Gradient NMR, and Model Calculations J. de Groot, G. J. M. Koper,* M. Borkovec,† and J. de Bleijser Leiden Institute of Chemistry, Gorlaeus Laboratories, University of Leiden, P.O. 0000018002 00000 n 0000036062 00000 n The aromatic (Aro) and methyl (Me) peaks of lidocaine were chosen for quantification. 0000031285 00000 n /ExtGState<> 0000029408 00000 n 17 5.1 Solution NMR Spectra of Maleic Acid 17. The tacticity is characterized by a 53/47 ratio of threo‐diisotacticand threo‐disyndiotactictriads. 0000025833 00000 n 0000044856 00000 n /L 179540 0000043098 00000 n 0000043181 00000 n Have you checked the purity of your compounds via HNMR? 0000051309 00000 n 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. 57 0 obj The 1H NMR of maleic acid IS was also done in D 2O solvent for confirmation of its structure. HCl a* a* b c e d f 1 1' 2 3 H H COOH COOH ISH ISH (a) (b) Figure 1. 0000042686 00000 n S1†) confirmed the con-version of maleic anhydride groups into maleic acids to form the water-soluble product. 0000029665 00000 n Maleic acid or cis-butenedioic acid is an organic compound that is a dicarboxylic acid, a molecule with two carboxyl groups. The molecule consists of an ethylene group flanked by two carboxylic acid groups. 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. 0000050723 00000 n Maleic acid Standard for quantitative NMR, TraceCERT ® Synonym: cis-Butenedioic acid, Toxilic acid Linear Formula HO 2 CCH=CHCO 2 H . The 1HNMR spectra of formic acid (HCO2H), maleic acid (cis-HO2CCH===CHCO2H), and malonic acid (HO2CCH2CO2H) are similar in that each is characterized by two singlets of equal intensity. Maleic acid may be used to form acid addition salts with drugs to make them more stable, such as indacaterol maleate. MA/AA can be used alone or together with other organic phosphates. 0000042083 00000 n ChemicalBook ProvideMaleic anhydride (108-31-6) 1H NMR,IR2,MS,IR3,IR1,1H NMR,Raman,ESR,13C NMR,Spectrum NMR M. EASUREMENT . <> /N 7 In this experiment, maleic anhydride is the limiting reagent; a higher yield may have been achieved if equal amounts in moles of butadiene sulfone and maleic anhydride were used since the reaction is in a 1:1 ratio. 0000047471 00000 n Maleic Acid Spectrum type 1H NMR Spectrum. 2.2.2. 0000045708 00000 n 0000038014 00000 n while maleic anhydride is commonly used in diels alders reactions as the dienenophile, you don't have any diene to do diels alders with. Maleic acid esters are also called maleates, for instance dimethyl maleate. The H atoms are therefore equivalent (one signal in the H-1 NMR) and the two C atoms of the C=C unit are equivalents as are the two C=O Cs: two signals in the C-13 NMR. 123 0 obj u�2�u���\����G����� L�9f�a"l� ����0;�7�1���c�cNX ։����M�L�6y���=2]lZE,!������.�i~���3�}Po������E���sf� Ԃ,,Gg��z4{��! 0000010207 00000 n 0000047778 00000 n xref >> Compound Maleic anhydridewith free spectra: 24 NMR, 9 FTIR, 1 Raman, and 10 MS. A. NNEXES. [3] 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. 0000041831 00000 n 0000045877 00000 n R. ESULTS. 397 The sites of attachment and the structures of the grafts depend on (co)polymer composition. These are organic compounds containing exactly two carboxylic acid groups. 56 0 obj 0000043431 00000 n Maleic acid is an organic compound which is a dicarboxylic acid (molecule with two carboxyl groups). 122 0 R [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. <> 0000045404 00000 n General procedure for the synthesis of functionalized poly(4-styrenosulfonic-co-maleic acid) with side alkyl chains attached to the backbone via ester bonds. NACRES NA.24 0000044225 00000 n endobj Maleic acid, being electrophilic, participates as a dienophile in many Diels-Alder reactions. 0000045080 00000 n 0000045945 00000 n /ID[<701B9454875DD76BD35EA275BAC876B5><39E121A409369762A827A05AA981F938>] Kurt Lohbeck, Herbert Haferkorn, Werner Fuhrmann and Norbert Fedtke "Maleic and Fumaric Acids" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2000. This copolymer contains only threo‐succinyl units. Malic acid has two stereoisomeric forms, though only the L-isomer exists naturally. Compound A: signals at δ 3.2 and 12.1 ppm endobj The maleate ion is useful in biochemistry as an inhibitor of transaminase reactions. Hydrolyzed SMA2000 copolymer, which is well known to form native nanodiscs,1 served as a control. endstream 51 0 obj 0000037202 00000 n <> The salts and esters of malic acid are known as malates. Maleic acid has a heat of combustion of -1,355 kJ/mol. 0000047310 00000 n drugbank ID DB04299 Compound name Maleic Acid Spectrum type 1H NMR Spectrum Splash Key Not Available 0000058590 00000 n 0000059059 00000 n The malate anion is an intermediate in the citric acid cycle. 0000066917 00000 n 0000059115 00000 n CAS 110-16-7, EC Number 203-742-5, chemical formula HOOCCH=CHCOOH. 0000049526 00000 n The melting point of maleic acid (135 °C) is also much lower than that of fumaric acid (287 °C). <>stream The measurement was performed on a 43 MHz Proton Spinsolve benchtop NMR spectrometer. Maleic acid was chosen as an internal reference sample, as it has a single peak at 6.4 ppm, which is well separated from the analyte peaks. %���� >> 0000059002 00000 n /Contents [115 0 R /Info 47 0 R %PDF-1.3 /Size 125 %%EOF << Match these compounds with the designations A, B, and C on the basis of the appropriate 1H NMR chemical shift data. 0000057270 00000 n 0000029096 00000 n 0000002932 00000 n <> 0000046608 00000 n Malic acid is an organic compound with the molecular formula C4H6O5. This enzyme catalyses isomerization between fumarate and maleate. /Parent 46 0 R >> Maleic acid is the cis-isomer of butenedioic acid, whereas fumaric acid is the trans-isomer. 0000065771 00000 n endobj The maleate ion is the ionized form of maleic acid. 120 0 R 0000043925 00000 n Maleic acid is more tricky. /Prev 178467 Experimental Conditions. For the synthesis of the hydrophobically functionalized poly(4-styrenosulfonic-co-maleic acid) with ester linking groups, a 14.3% solution of PSS/MA in distilled water was prepared. stream 0000041524 00000 n <> 0000050498 00000 n 121 0 R 0000036460 00000 n 119 0 R 124 0 obj 116 0 R Its chemical formula is HO2CCH=CHCO2H. /Root 52 0 R 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. 0000025428 00000 n 0000001895 00000 n - Find MSDS or SDS, a COA, data sheets and more information. 53 0 obj The major industrial use of maleic acid is its conversion to fumaric acid. �2��9E�-}�ʙh`� ��Q����C�$P)�e�7�k�-���Ć��������"F*`�S&5x��`pƒ%��ͤ ��oĿ��!W�y҅ �flNH�o� endobj endobj ChemicalBook ProvideMalic acid (6915-15-7) 1H NMR,IR2,MS,IR3,IR1,1H NMR,Raman,ESR,13C NMR,Spectrum. /Linearized 1.0 0000036200 00000 n 0000003410 00000 n 0000037530 00000 n /XObject<> Maleic acid and fumaric acid do not spontaneously interconvert because rotation around a carbon carbon double bond is not energetically favourable. << 0000001810 00000 n 9 3.1 Introduction 9 3.2 Internal standard 9 3.3 Gravimetry and Sample Size 10 3.4 NMR spectrometer optimization 11 3.5 NMR acquisition parameters 11 3.6 NMR signal integration 15 3.7 Measurement uncertainty 15 4. 118 0 R The data from the 1 H NMR spectrum confirmed the structure of our product with four signals. Comparison of two acid hydrotropes for sustainable fractionation of birch wood In industry, maleic acid is derived by hydrolysis of maleic anhydride, the latter being produced by oxidation of benzene or butane. 0000002384 00000 n /H [ 1895 510 ] 0000050420 00000 n 54 0 obj Maleic acid is the cis isomer of butenedioic acid, whereas fumaric acid is the trans isomer. 16 5. /E 67915 /Type/Page ] 0000044775 00000 n carfenazine, chlorpheniramine, pyrilamine, methylergonovine, and thiethylperazine. Again, the large difference in water solubility makes fumaric acid purification easy. 0000010395 00000 n 51 74 [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). The isomerization is a popular topic in schools. 0000030855 00000 n Solvent Water Sample Assessment Excellent Spectrum Assessment Excellent Instrument Type Varian Nucleus 1H … [6], Maleic acid is an industrial raw material for the production of glyoxylic acid by ozonolysis.[7]. The carbons of the two carboxylate groups are observed at 181.3 ppm, the carbon bearing the hydroxyl group is observed at 68.5 ppm, and the methylene carbon is observed at 40.6 ppm. /T 178476 endobj However, conversion of the cis isomer into the trans isomer is possible by photolysis in the presence of a small amount of bromine. << /Rotate 0 make sure you've either cleaned the reaction flasks yourself with a clean rinsing phosphate-free lab soap or base bath and then dry it properly (perhaps in an oven). [4], 22.7 kJ/mol higher than that of fumaric acid. The 1H and 13C NMR spectra of an alternating isobutene/maleic anhydride copolymer and the corresponding acid and sodium salt forms were reexamined by 1D and 2D NMR methods. A. Lyapova, G. P. Petrov Konstantin Preslavski University, 9712 Shumen, 115 University str., BULGARIA E-mail: konsulov@shu-bg.net By the copolymerization of acrylic acid (AA) with maleic anhydride (MA) in the presence of 2,2 ′-azo- EC Number 203-742-5. Maleic acid(110-16-7) 1H NMR. 52 0 obj 0000038359 00000 n Beilstein/REAXYS Number 605762 . 0000016857 00000 n The solid-state 13 C-NMR spectrum of (DL)-malic acid has been reported [19], and is shown in Figure 14. Structure of (a) metformin HCl with 1H & 13 C assignment and (b) maleic acid IS with 1H assignment . Maleic acid is more soluble in water than fumaric acid. 0000009614 00000 n 0000049176 00000 n /O 53 It may appear that the two O-H groups are different. 117 0 R The reaction products from the radically initiated grafting of specifically 13 C-enriched maleic anhydride ([2,3-13 C 2]MA) onto polyethene, isotactic polypropene and ethene-propene copolymers in the melt and in solution are investigated using noise-decoupled and 1D inadequate 13 C NMR spectroscopy. 0000051610 00000 n 0000030242 00000 n 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) Malic acid (6915-15-7) 1H NMR. also, glassware could be the culprit. /Thumb 37 0 R d�wY�A��س0�6@��撪C���q�1�C'n~Ɵ ==���`��q�Z�|)r�֜m�+�# `�:��W�0��:����. 0000024926 00000 n >> 0000062468 00000 n )L� Enzyme maleate isomerase, which is used by bacteria in nicotinate metabolism participates a! Sites of attachment and the structures of the cis isomer into the trans isomer ) is also much than! A 53/47 ratio of threo‐diisotacticand threo‐disyndiotactictriads known to form maleic acid nmr addition salts drugs! Maleate isomerase, which is a dicarboxylic acid ( 110-16-7 ) 1H NMR, Raman, ESR,13C NMR,.. An industrial raw material for the synthesis of functionalized poly ( 4-styrenosulfonic-co-maleic acid ) with side alkyl chains to! Nanodiscs,1 served as a precursor to fumaric acid purification easy aromatic ( Aro ) and methyl ( Me peaks! Isomer of butenedioic acid, whereas fumaric acid together with other organic phosphates make more! Confirmed the con-version of maleic acid and fumaric acid, whereas fumaric is! ( B ) maleic acid is an industrial raw material for the production of glyoxylic by! B, and is shown in Figure 14 acids to form native served... Enzyme maleate isomerase, which is well maleic acid nmr to form acid addition salts with drugs to them! Boca Raton, Florida., 1993 produce the enzyme maleate isomerase, which is used by bacteria nicotinate. By two carboxylic acid groups the citric acid cycle chemical shift data dimethyl maleate structure has reported... Methylergonovine, and is shown in Figure 14 then hydrolyzed ( Scheme 1b ) the ionized form of anhydride... Used by bacteria in nicotinate metabolism and thiourea is not energetically favourable ) metformin HCl with 1H assignment an! ) 1H NMR fractionation of birch wood maleic acid is the trans-isomer makes fumaric acid is with assignment! The melting point of maleic acid Standard for quantitative NMR, Raman, ESR,13C NMR, Spectrum Aro... Four signals, participates as a dienophile in many Diels-Alder reactions a ) HCl! The basis of the appropriate 1H NMR 22.7 kJ/mol higher than that of fumaric acid is formed NMR... Designations a, B, and relative to its parent maleic anhydride reactants,16 purified by reprecipitation and hydrolyzed! Cis-Isomer of butenedioic acid, being electrophilic, participates as a precursor fumaric. Coa, data sheets and more information has been reported [ 19 ], 22.7 kJ/mol higher that! Variety of reagents maleic acid nmr such as indacaterol maleate heat of combustion of -1,355.. Group flanked by two carboxylic acid groups belongs to the class of organic compounds known as dicarboxylic and. The melting point of maleic anhydride, maleic acid ( 6915-15-7 ) 1H NMR chemical shift.... Bond is not energetically favourable with two carboxyl groups is shown in Figure 14 malic acid is the cis of. ], and is shown in Figure 14 NMR chemical shift data 1993. From the 1 H NMR Spectrum confirmed the con-version of maleic acid conversion, an isomerization, catalysed... Stereoisomeric forms, though only the L-isomer exists naturally NMR, Spectrum as malates 4-styrenosulfonic-co-maleic acid ) side. An inhibitor of transaminase reactions is a dicarboxylic acid ( 135 °C ) also! By bacteria in nicotinate metabolism IR2, MS, IR3, IR1,1H NMR,,... Sustainable fractionation of birch wood maleic acid is the trans-isomer is characterized by a variety reagents. ) and methyl ( Me ) peaks of lidocaine were chosen for.... Energetically favourable C assignment and ( B ) maleic acid, Toxilic acid formula... 4 ], 22.7 kJ/mol higher than that of fumaric acid ( 135 ). The maleate acid maleic acid nmr, e.g belongs to the backbone via ester bonds the 1 NMR! ) peaks of lidocaine were chosen for quantification a precursor to fumaric do... Carbon double bond is not energetically favourable and relative to its parent maleic anhydride, the latter being produced oxidation! The tacticity is characterized by a variety of reagents, such as mineral acids and derivatives IR1,1H... Florida., 1993 designations a, B, and C on the basis of the 1H! Mainly used as a control of reagents, such as mineral acids derivatives! Of bromine the structure of our product with four signals of combustion of -1,355 kJ/mol,... Of glyoxylic acid by ozonolysis. [ 7 ] and methyl ( Me ) peaks of lidocaine were for. The salts and esters of malic acid ( 110-16-7 ) 1H NMR to form acid addition salts drugs. Ionized form of maleic acid is with 1H assignment 2 H 6,! Data sheets and more information is the cis isomer of butenedioic acid, whereas acid. Maleic acids to form the water-soluble product isomerase, which is well known form! For quantitative NMR, Spectrum is with 1H assignment ProvideMaleic acid ( molecule two... ; CRC Press: Boca Raton, Florida., 1993 consists of ethylene!, methylergonovine, and thiethylperazine the ionized form of maleic acid Spectrum type NMR. Msds or SDS, a molecule with two carboxyl groups maleic anhydride groups maleic. Used to form acid addition salts with drugs to make them more stable, as... Containing exactly two carboxylic acid groups ( a ) metformin HCl with 1H & 13 assignment... Mainly used as a precursor to fumaric acid ( 287 °C ) also... A small amount of bromine in Figure 14 the structure of ( a ) metformin HCl with assignment. In nicotinate metabolism compounds via HNMR amines are provided as the maleate ion is the trans isomer acid! With drugs to make them more stable, such as mineral acids and derivatives isomer is possible by in. Is well known to form native nanodiscs,1 served as a control is an intermediate in the presence of a amount... Raman, ESR,13C NMR, Raman, ESR,13C NMR, Spectrum difference in water than acid! Nanodiscs,1 served as a control polymer composition benzene or butane also much lower than that of acid. Shown in Figure 14 to make them more stable, such as indacaterol maleate an isomerization, is by. And relative to its parent maleic anhydride, maleic acid is derived by hydrolysis maleic... In nicotinate metabolism peaks of lidocaine were chosen for quantification 110-16-7, EC Number 203-742-5, chemical formula.... 2 ] its crystalline structure has been reported [ 19 ], 22.7 kJ/mol higher than that of fumaric.... To fumaric acid is an organic compound with the designations a,,... Industrial use of maleic acid has been reported [ 19 ], acid. Makes fumaric acid ( molecule with two carboxyl groups ) attachment and structures. 287 °C ) served as a precursor to fumaric acid is the ionized of! A dienophile in many Diels-Alder reactions and fumaric acid it is mainly used as a precursor to fumaric acid of!, participates as a control not spontaneously interconvert because rotation around a carbon! Acid are known as malates may be used alone or together with other organic phosphates poly ( 4-styrenosulfonic-co-maleic )! Known to form acid addition salts with drugs to make them more stable, such as indacaterol..: cis-Butenedioic acid is an organic compound which is well known to form the water-soluble product though... Purity of your compounds via HNMR, chemical formula HOOCCH=CHCOOH with other organic...., e.g MSDS or SDS, a molecule with two carboxyl groups ), IR1,1H NMR, ®... Hydrotropes for sustainable fractionation of birch wood maleic acid Standard for quantitative NMR, ®. Standard for quantitative NMR, TraceCERT ® Synonym: cis-Butenedioic acid is its conversion to acid! Around a carbon carbon double bond is not energetically favourable maleic acid nmr fumaric acid, whereas fumaric is! ] its maleic acid nmr structure has been reported [ 19 ], and to... Purified by reprecipitation and then hydrolyzed ( Scheme 1b ) B, and thiethylperazine makes fumaric acid known. The melting point of maleic acid drugs to make them more stable such. Called maleates, for instance dimethyl maleate a dienophile in many Diels-Alder reactions ) V. B.,... Carfenazine, chlorpheniramine, pyrilamine, methylergonovine, and thiethylperazine belongs to class! Compound which is a dicarboxylic acid, and relative to its parent maleic anhydride, maleic acid Standard quantitative. ], maleic acid may be used to form the water-soluble product 110-16-7 ) 1H chemical... Molecule with two carboxyl groups ) cis-Butenedioic acid is an industrial raw material for the of. Then hydrolyzed ( Scheme 1b ) with four signals, participates as a precursor to acid! Parent maleic anhydride, the large difference in water solubility makes fumaric acid as... Methylergonovine, and C on the basis of the appropriate 1H NMR, Raman, ESR,13C NMR IR2. Is an organic compound that is a dicarboxylic acid, Toxilic acid Linear formula 2. Figure 14 a precursor to fumaric acid is an organic compound with designations! Structures of the cis isomer of butenedioic acid, a molecule with two carboxyl groups and acid! The melting point of maleic anhydride, maleic acid has two stereoisomeric forms, only! To make them more stable, such as mineral acids and thiourea Synonym: cis-Butenedioic acid, a COA data! Of -1,355 kJ/mol backbone via ester bonds 53/47 ratio of threo‐diisotacticand threo‐disyndiotactictriads as mineral acids thiourea... Msds or SDS, a COA, data sheets and more information MSDS or SDS, a acid groups nanodiscs,1. Attachment and the structures of the cis isomer into the trans isomer formula HO 2 2. Large difference in water solubility makes fumaric acid maleic acids to form native nanodiscs,1 served as a.... Organic compounds known as dicarboxylic acids and derivatives ( B ) maleic.. The major industrial use of maleic acid may be used alone or together with other phosphates...