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Reactivity Documentation

Azo, Diazo, Azido, Hydrazine, and Azide Compounds

mixed with

Alkynes, with Acetylenic Hydrogen

Summary

Details

Alkynes, with Acetylenic Hydrogen is a reactive group.

Reactivity Predictions (for each pair of reactive groups)

Azo, Diazo, Azido, Hydrazine, and Azide Compounds mixed with
Alkynes, with Acetylenic Hydrogen

Hazard Predictions

Terminal alkynes (alkynes with acetylenic hydrogen atoms) can combine with organic azides to form 1,2,3-triazoles. This reaction can occur without a catalyst at elevated temperatures, or at room temperature in the presence of a copper (I) catalyst. (Kolb, H. C. et al. Angew. Chem. Int. Ed. 2001, 40, 2004.)

The combination of azo/diazo/azido compounds and alkynes with acetylenic hydrogens may result in the initiation of free radical reactions. Caution should be used before proceeding. Further research of comparable examples in the literature or very small scale, carefully controlled experiments may be needed to fully assess compatibility.