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Dimethyl acetylenedicarboxylate
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Dimethyl acetylenedicarboxylate : ウィキペディア英語版
Dimethyl acetylenedicarboxylate

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Dimethyl acetylenedicarboxylate (DMAD) is an organic compound with the formula CH3O2CC2CO2CH3. It is a di-ester in which the ester groups are conjugated with a C-C triple bond. As such, the molecule is highly electrophilic, and is widely employed as a dienophile in cycloaddition reactions, such as the Diels-Alder reaction. It is also a potent Michael acceptor.〔Stelmach, J. E.; Winkler, J. D. "Dimethyl Acetylenedicarboxylate"in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. .〕This compound exists as a colorless liquid at room temperature.

==Preparation==
Although inexpensively available, DMAD is prepared today as it was originally. Maleic acid is brominated and the resulting dibromosuccinic acid is dehydrohalogenated with potassium hydroxide yielding acetylenedicarboxylic acid. The acid is then esterified with methanol and sulfuric acid as a catalyst:
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抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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