Dimethyl Acetylenedicarboxylate

[762-42-5] C6H6O4 (MW 142.11) InChI = 1S/C6H6O4/c1-9-5(7)3-4-6(8)10-2/h1-2H3 InChIKey = VHILMKFSCRWWIJ-UHFFFAOYSA-N (an electron deficient symmetrical alkynic diester useful as a dienophile and dipolarophile in cycloaddition reactions;1 can undergo [2 + 2] cycloaddition;2 Michael acceptor;3 synthesis of phthalic acid derivatives4 and heteroaromatics5) Alternate Name: DMAD. Physical Data: bp 195–198 °C; bp 98 °C/20 mmHg; d 1.1564 g cm−3. Solubility: sol common organic solvents, e.g. diethyl ether, ethyl alcohol, carbon tetrachloride. Form Supplied in: commercially available liquid. Handling, Storage, and Precautions: lachrymator and vesicant; avoid inhalation and contact with skin or eyes. Use in a fume hood.