| 词条 | Dimethyl maleate |
| 释义 |
| Watchedfields = changed | verifiedrevid = 443691675 | Name = Dimethyl maleate | ImageFile = Dimethyl-maleate-2D-skeletal.png | ImageSize = 125 | ImageAlt = Skeletal formula of dimethyl maleate | ImageFile1 = Dimethyl maleate 3D ball.png | ImageSize1 = 220 | ImageAlt1 = Ball-and-stick model of the dimethyl maleate molecule | PIN = Dimethyl (2Z)-but-2-enedioate | OtherNames = Dimethyl maleate Maleic acid dimethyl ester Methyl maleate sipomer DMM 2-Butenedioic acid, dimethyl ester 2-Butenedioic acid (Z)-,dimethyl ester |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 4436352 | InChI = 1/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3- | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 35460 | SMILES = O=C(OC)\\C=C/C(=O)OC | InChIKey = LDCRTTXIJACKKU-ARJAWSKDBU | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3- | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = LDCRTTXIJACKKU-ARJAWSKDSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 624-48-6 | EINECS = 210-848-5 | PubChem = 5271565 | RTECS = EM6300000 | UNII = K39366X5N0 | ChEMBL = 2259700 | Beilstein = 471705 |Section2={{Chembox Properties | Formula = C6H8O4 | MolarMass = 144.13 g/mol | Appearance = clear, colorless, oily liquid | MeltingPtC = −17 | MeltingPt_notes = | BoilingPtC = 204 to 207 | BoilingPt_notes = | Density = 1.15 g/cm3 | Solubility = slightly soluble |Section7={{Chembox Hazards | FlashPtC = 95 | GHSPictograms = {{GHS05}}{{GHS07}} | GHSSignalWord = Danger | HPhrases = {{H-phrases|302|314|317|335}} | PPhrases = {{P-phrases|260|261|264|270|271|272|280|301+312|301+330+331|302+352|303+361+353|304+340|305+351+338|310|312|321|330|333+313|363|403+233|405|501}} | NFPA-H = 1 | NFPA-F = 1 | NFPA-R = 0 }} Dimethyl maleate is an organic compound with the formula C6H8O4. It is the (Z)-isomer of the dimethyl ester of maleic acid. SynthesisDimethyl 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. ApplicationsDimethyl 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] ChemistryHydrolysis of dimethyl maleate gives maleic acid, or possibly the maleic acid monomethyl ester. Hydration of the same compound gives malic acid. See also
References1. ^"Dimethyl maleate", Chemical Land 21 2. ^"Dimethyl maleate", Bimax Chemicals Ltd. 3 : Methyl esters|Carboxylate esters|Alkene derivatives |
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