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2,3-Dimethylmaleic anhydride
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DMMA.svg 175px 2,3-Dimethylfuran-2,5-dione DMMA 766-39-2 182178 2270559 12469 212-165-8 13010 6PP3N541QA 1S/C6H6O3/c1-3-4(2)6(8)9-5(3)7/h1-2H3 MFGALGYVFGDXIX-UHFFFAOYSA-N CC1=C(C(=O)OC1=O)C
6 6 3 Colorless solid 1.107 g/cm3 96
2,3-Dimethylmaleic anhydride is an organic compound with the formula (CH3)2C2(CO)2O. 10.1055/s-0034-1378665 A Concise Account of the Chemistry of Valuable Alkyl(methyl)maleic Anhydrides 2014 Argade Narshinha Deore Prashant Haval Kishan Gadre Smita Synthesis 46 20 2683–2700 It is related to maleic anhydride (MA) by replacement of the two CH units with CCH3 groups. It is the anhydride of 2,3-dimethylmaleic acid.
Synthesis
The compound can be prepared from two equivalents of MA in the presence of various amines, such as 2-aminopyridine, followed by treatment with sulfuric acid.10.1002/hlca.19840670728 Mechanismus der decarboxylativen Dimerisierung von Maleinsäureanhydrid zu Dimethylmaleinsäureanhydrid unter Einfluss von 2-Aminopyridin 1984 Baumann Marcus E. Bosshard Hans Breitenstein Werner Rihs Grety Winkler Tammo Helvetica Chimica Acta 67 7 1897–1905 10.1002/0471238961.1301120506051220.a01.pub3 Maleic Anhydride, Maleic Acid, and Fumaric Acid Kirk-Othmer Encyclopedia of Chemical Technology 2024 Hood David K. 1–51 978-0-471-48494-3 It has been evaluated as a comonomer.10.1007/BF00254359 Alternating copolymers of dimethylmaleic anhydride 1981 Florianczyk T. Sullivan C. Janovic Z. Vogl O. Polymer Bulletin 5-5 9–10 It occurs in some plants such as Colocasia esculenta.
thumb|Chemical structure of an intermediate in the 2-aminopyridine-catalyzed conversion of maleic anhydride to dimethylmaleic anhydride.|left|110px
References
Category:Carboxylic anhydrides