METHYL DIAZOACETATE Chemical Properties

Boiling point:

187.47°C (rough estimate)

Density 

1.4457 (rough estimate)

refractive index 

1.5110 (estimate)

InChI

InChI=1S/C3H4N2O2/c1-7-3(6)2-5-4/h2H,1H3

InChIKey

MIVRMHJOEYRXQB-UHFFFAOYSA-N

SMILES

C(OC)(=O)C=[N+]=[N-]

METHYL DIAZOACETATE Usage And Synthesis

Uses

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.

Synthesis Reference(s)

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

Synthesis

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

Precautions

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.

METHYL DIAZOACETATE(6832-16-2)Related Product Information

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