Dimethyl maleate is used in many organic syntheses as a dienophile for diene synthesis. It is used as an additive and intermediate for plastics, pigments, pharmaceuticals, and agricultural products. It is also an intermediate for the production of paints, adhesives, and copolymers.[1]
Dimethyl maleate has also found use in applications where improvements in the hardness and toughness of polymer films are desired. This includes, in particular, the improvement of anti-blocking properties of copolymers of vinyl acetate with DMM. It is also used as an internal modifier to increase the glass transition temperature of styrene or vinyl chloride polymers.[2]
Chemistryedit
Hydrolysis of dimethyl maleate gives maleic acid, or possibly the maleic acid monomethyl ester. Hydration of the same compound gives malic acid.
^"Dimethyl maleate 2008-07-24 at the Wayback Machine", Bimax Chemicals Ltd.
February 11, 2024
dimethyl, maleate, confused, with, dimethyl, malonate, organic, compound, with, formula, c6h8o4, dimethyl, ester, maleic, acid, namespreferred, iupac, name, dimethyl, enedioateother, names, maleic, acid, dimethyl, estermethyl, maleatesipomer, dmm2, butenedioic. Not to be confused with dimethyl malonate Dimethyl maleate is an organic compound with the formula C6H8O4 It is the dimethyl ester of maleic acid Dimethyl maleate NamesPreferred IUPAC name Dimethyl 2Z but 2 enedioateOther names Dimethyl maleateMaleic acid dimethyl esterMethyl maleatesipomer DMM2 Butenedioic acid dimethyl ester2 Butenedioic acid Z dimethyl esterIdentifiersCAS Number 624 48 6 Y3D model JSmol Interactive imageBeilstein Reference 471705ChEBI CHEBI 35460 YChEMBL ChEMBL2259700ChemSpider 4436352 YECHA InfoCard 100 009 862EC Number 210 848 5PubChem CID 5271565RTECS number EM6300000UNII K39366X5N0CompTox Dashboard EPA DTXSID4040765InChI InChI 1S C6H8O4 c1 9 5 7 3 4 6 8 10 2 h3 4H 1 2H3 b4 3 YKey LDCRTTXIJACKKU ARJAWSKDSA N YInChI 1 C6H8O4 c1 9 5 7 3 4 6 8 10 2 h3 4H 1 2H3 b4 3 Key LDCRTTXIJACKKU ARJAWSKDBUSMILES O C OC C C C O OCPropertiesChemical formula C6H8O4Molar mass 144 13 g molAppearance clear colorless oily liquidDensity 1 15 g cm3Melting point 17 C 1 F 256 K Boiling point 204 to 207 C 399 to 405 F 477 to 480 K Solubility in water slightly solubleHazardsGHS labelling PictogramsSignal word DangerHazard statements H302 H314 H317 H335Precautionary statements P260 P261 P264 P270 P271 P272 P280 P301 P312 P301 P330 P331 P302 P352 P303 P361 P353 P304 P340 P305 P351 P338 P310 P312 P321 P330 P333 P313 P363 P403 P233 P405 P501NFPA 704 fire diamond 110Flash point 95 C 203 F 368 K Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references Contents 1 Synthesis 2 Applications 3 Chemistry 4 See also 5 ReferencesSynthesis editDimethyl 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 Applications editDimethyl maleate is used in many organic syntheses as a dienophile for diene synthesis It is used as an additive and intermediate for plastics pigments pharmaceuticals and agricultural products It is also an intermediate for the production of paints adhesives and copolymers 1 Dimethyl maleate has also found use in applications where improvements in the hardness and toughness of polymer films are desired This includes in particular the improvement of anti blocking properties of copolymers of vinyl acetate with DMM It is also used as an internal modifier to increase the glass transition temperature of styrene or vinyl chloride polymers 2 Chemistry editHydrolysis of dimethyl maleate gives maleic acid or possibly the maleic acid monomethyl ester Hydration of the same compound gives malic acid See also editDimethyl fumarate Diethyl maleateReferences edit Dimethyl maleate Chemical Land 21 Dimethyl maleate Archived 2008 07 24 at the Wayback Machine Bimax Chemicals Ltd Retrieved from https en wikipedia org w index php title Dimethyl maleate amp oldid 1007135904, wikipedia, wiki, book, books, library,
