Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
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.[1][2] This compound exists as a colorless liquid at room temperature. This compound was used in the preparation of nedocromil.
^Stelmach, J. E.; Winkler, J. D. "Dimethyl Acetylenedicarboxylate"in Encyclopedia of Reagents for Organic Synthesis (Ed: L. Paquette) 2004, J. Wiley & Sons, New York. doi:10.1002/047084289X.
Dimethylacetylenedicarboxylate (DMAD) is an organic compound with the formula CH3O2CC2CO2CH3. It is a di-ester in which the ester groups are conjugated...
a very mild reaction of a 2-(dimethylamino)thiazole with dimethylacetylenedicarboxylate (DMAD) to a pyridine was found to proceed through a zwitterionic...
acid. Acetylenedicarboxylic acid is used in the synthesis of dimethylacetylenedicarboxylate, an important laboratory reagent. The acid is commonly traded...
Diels–Reese reaction dimethylacetylenedicarboxylate reacts with 1,2-diphenylhydrazine to an adduct, which in xylene gives dimethyl indole-2,3-dicarboxylate...
is of special interest. The initial adduct of pyridine and dimethylacetylenedicarboxylate is tetramethylquinolizine-1,2,3,4-tetracarboxylate, which on...
mass : 142.10 g/mol, exact mass : 142.026608 u) may refer to: Dimethylacetylenedicarboxylate 5-Hydroxymaltol 2-Hydroxymuconate semialdehyde Kojic acid Muconic...
yield by thermolysis of the adduct of cycloheptatriene and dimethylacetylenedicarboxylate. Allyl chloride undergoes dehydrohalogenation upon treatment...
give a [4.2.0]-bicyclic compound, which reacts further with dimethylacetylenedicarboxylate in a Diels-Alder reaction (DA). Retro-DA at 200 °C releases...
of the drug is then created when the amidoxime reacts with dimethylacetylenedicarboxylate. The synthesis is completed by conversion of the remaining...
reaction of bis-furyl dienes 3 with hexafluoro-2-butyne or dimethylacetylenedicarboxylate (DMAD) have been discovered and described in 2018. At low temperature...
Dewar benzene derivative. Heat reverses the reaction. With dimethylacetylenedicarboxylate, [6]metacyclophane rapidly undergoes the Diels-Alder reaction...
Scientific MSDS Related compounds Related compounds But-2-yne Dimethylacetylenedicarboxylate Except where otherwise noted, data are given for materials...
heterocyclic diene in the presence of the electron-deficient alkyne dimethylacetylenedicarboxylate (DMAD), performing a hetero Diels-Alder [4+2] cycloaddition...
method entail the reaction of electrophilic acetylenes such as dimethylacetylenedicarboxylate with well defined polysulfido complexes. Early studies on dithiolene...
under Stetter conditions for coupling aromatic aldehydes with dimethylacetylenedicarboxylate (DMAD), whereby the thiazolium ylide is hydrolyzed by the aromatization...
March 2011. DEAD is sometimes used for another chemical, diethyl acetylenedicarboxylate. P. N. Preston (1980). Benzimidazoles and congeneric tricyclic compounds...
Thus, for example, the oxalate moiety [−O−(C=O)2−O−] occurs in the ester dimethyl oxalate H3C−O−(C=O)2−O−CH3. The carbonate ion has a trigonal planar structure...