Acyl azides are carboxylic acid derivatives with the general formula RCON3. These compounds, which are a subclass of organic azides, are generally colorless. [1]
Typically acyl azides are generated under conditions where they rearrange to the isocyanate. [1]
Alkyl or aryl acyl chlorides react with sodium azide to give acyl azides. [2] [3]
The second major route to azides is from the acyl hydrazides with nitrous acid. [1]
Acyl azides have also been synthesized from various carboxylic acids and sodium azide in presence of triphenylphosphine and trichloroacetonitrile catalysts in excellent yields at mild conditions. [4] Another route starts with aliphatic and aromatic aldehydes reacting with iodine azide which is formed from sodium azide and iodine monochloride in acetonitrile. [5]
On Curtius rearrangement, acyl azides yield isocyanates. [6] [7]
Acyl azides are also formed in Darapsky degradation, [8] [9] [10]
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link)
Acyl azides are carboxylic acid derivatives with the general formula RCON3. These compounds, which are a subclass of organic azides, are generally colorless. [1]
Typically acyl azides are generated under conditions where they rearrange to the isocyanate. [1]
Alkyl or aryl acyl chlorides react with sodium azide to give acyl azides. [2] [3]
The second major route to azides is from the acyl hydrazides with nitrous acid. [1]
Acyl azides have also been synthesized from various carboxylic acids and sodium azide in presence of triphenylphosphine and trichloroacetonitrile catalysts in excellent yields at mild conditions. [4] Another route starts with aliphatic and aromatic aldehydes reacting with iodine azide which is formed from sodium azide and iodine monochloride in acetonitrile. [5]
On Curtius rearrangement, acyl azides yield isocyanates. [6] [7]
Acyl azides are also formed in Darapsky degradation, [8] [9] [10]
{{
cite book}}
: CS1 maint: location missing publisher (
link)