6832-16-2

Methyl Diazoacetate is used for cyclopropanation of alkenes; cyclopropenation of alkynes; addition to aromatic substrates; insertion into polar X-H bonds; condensation with carbonyls;1,3-dipolar cycloaddition with enamines and alkynes, yielding substituted pyrazolines and pyrazoles.

1.Womack, E. B.; Nelson, A. B. In Organic Synthesis; Horning, E. C.; Ed.; Wiley: New York, 1955; Vol. 3, p 392.

Methyl Diazoacetate's synthesis: from methyl glycinate hydrochloride and sodium nitrite upon treatment with a 5% solution of sulfuric acid.¹

Extreme caution should be exercised in handling methyl diazoacetate since it is thermally unstable and has been found to detonate if heated rapidly or overheated (do not expose to temperatures >50 °C), emitting toxic fumes of NOx. Methyl Diazoacetate is toxic and should be handled in a well-ventilated fume hood.