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Dimethyl acetylenedicarboxylate
Dimethyl acetylenedicarboxylate (DMAD) is the organic compound with the formula CH3O2CC2CO2CH3. This alkyne, which exists as a liquid at room temperature, is highly electrophilic. As such, DMAD, as it is commonly called in the laboratory, is widely employed as a dienophile in cycloaddition reactions, such as the Diels-Alder reaction. It is also a potent Michael acceptor.[1][2] Additional recommended knowledgePreparationAlthough inexpensively available, DMAD is prepared today as it was originally.[3] Maleic acid is brominated and the resulting dibromosuccinic acid is dehydrohalogenated.[4] The dicarboxylic acid is then esterified with methanol and sulfuric acid as a catalyst.[5] SafetyDMAD is a lachrymator and a vesicant. References
Categories: Alkynes | Carboxylate esters |
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This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Dimethyl_acetylenedicarboxylate". A list of authors is available in Wikipedia. |