| Chemical Properties | Back Directory | [Boiling point ]
121.44°C (rough estimate) | [density ]
1.2619 (rough estimate) | [refractive index ]
1.4300 (estimate) | [Water Solubility ]
Soluble in water, ethanol, diethyl ether, THF, and dichloromethane; insoluble in hydrocarbon solvents. |
| Hazard Information | Back Directory | [Reactions]
cyclopropanation of alkenes; condensation with organoboranes; 1,3-dipolar cycloaddition with alkynes, yielding substituted pyrazoles.
| [Synthesis]
Diazoacetaldehyde is not commercially available but can be prepared from β-N-methylanilinoacrolein and p-Toluenesulfonyl Azide. A simple and convenient preparation involves treating Acetic Formic Anhydride with Diazomethane in diethyl ether.
| [Precautions]
Extreme caution must be exercised when handling diazoacetaldehyde. It is thermally unstable and will detonate violently if overheated (do not expose to temperatures above 50 °C), emitting toxic fumes of NOx. At low temperatures, diazoacetaldehyde can be stored for several weeks without noticeable decomposition. This reagent should only be handled in a fume hood. |
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