METHYL DIAZOACETATE
- Product Name
- METHYL DIAZOACETATE
- CAS No.
- 6832-16-2
- Chemical Name
- METHYL DIAZOACETATE
- Synonyms
- METHYL DIAZOACETATE;Diazo Methyl acetate;methyl 2-diazoacetate;2-diazonio-1-methoxyethenolate
- CBNumber
- CB02517966
- Molecular Formula
- C3H4N2O2
- Formula Weight
- 100.07606
- MOL File
- 6832-16-2.mol
METHYL DIAZOACETATE Property
- 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 Chemical Properties,Usage,Production
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 Preparation Products And Raw materials
Raw materials
Preparation Products
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