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2,3-Dimethylmaleic anhydride
| Column 1 | Column 2 |
|---|---|
| Preferred IUPAC name | |
| 2,3-Dimethylfuran-2,5-dione | |
| Other names | |
| DMMA | |
| CAS Number | .mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}766-39-2 |
| 3D model (JSmol) | Interactive image |
| ChEBI | CHEBI:182178 |
| ChEMBL | ChEMBL2270559 |
| ChemSpider | 12469 |
| ECHA InfoCard | 100.011.059 |
| EC Number | 212-165-8 |
| PubChem CID | 13010 |
| UNII | 6PP3N541QA |
| CompTox Dashboard (EPA) | DTXSID6061103 |
| InChI | |
| InChI=1S/C6H6O3/c1-3-4(2)6(8)9-5(3)7/h1-2H3Key: MFGALGYVFGDXIX-UHFFFAOYSA-N | |
| SMILES | |
| CC1=C(C(=O)OC1=O)C | |
| Chemical formula | C6H6O3 |
| Molar mass | 126.111 g·mol−1 |
| Appearance | Colorless solid |
| Density | 1.107 g/cm3 |
| Melting point | 96 °C (205 °F; 369 K) |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Infobox references | |
2,3-Dimethylmaleic anhydride is an organic compound with the formula .mw-parser-output .template-chem2-su{display:inline-block;font-size:80%;line-height:1;vertical-align:-0.35em}.mw-parser-output .template-chem2-su>span{display:block;text-align:left}.mw-parser-output sub.template-chem2-sub{font-size:80%;vertical-align:-0.35em}.mw-parser-output sup.template-chem2-sup{font-size:80%;vertical-align:0.65em}(CH3)2C2(CO)2O. 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.
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. It has been evaluated as a comonomer. It occurs in some plants such as Colocasia esculenta.
Chemical structure of an intermediate in the 2-aminopyridine-catalyzed conversion of maleic anhydride to dimethylmaleic anhydride.
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