Reactivity Documentation
Sulfides, Organic |
mixed with |
Diazonium Salts |
Summary
- Explosive: Reaction products may be explosive or sensitive to shock or friction
- Generates gas: Reaction liberates gaseous products and may cause pressurization
- Generates heat: Exothermic reaction at ambient temperatures (releases heat)
- Unstable when heated: Reaction products may be unstable above ambient temperatures
- Intense or explosive reaction: Reaction may be particularly intense, violent, or explosive
- Toxic: Reaction products may be toxic
-
May produce the following gases:
- Carbon Monoxide
- Carbon Dioxide
- Nitrogen
Details
Reactivity Predictions (for each pair of reactive groups)
Diazonium Salts
Hazard Predictions
- Explosive: Reaction products may be explosive or sensitive to shock or friction
- Generates gas: Reaction liberates gaseous products and may cause pressurization
- Generates heat: Exothermic reaction at ambient temperatures (releases heat)
- Unstable when heated: Reaction products may be unstable above ambient temperatures
- Intense or explosive reaction: Reaction may be particularly intense, violent, or explosive
- Toxic: Reaction products may be toxic
Several examples are known of explosive products resulting from mixing diazonium salts with various forms of sulfides, including under a variety of conditions (Graebe, C. et al., Ber., 1882, 15, 1683. Bamberger, E. et al., Ber., 1896, 29, 272. Nawiasky, P. et al., Chem. Eng. News, 1945, 23, 1247. Hodgson, H. H., Chem. & Ind., 1945, 362. Tomlinson, W. R., Chem. Eng. News, 1957, 29, 5473. Hollingshead, R. G. W. et al., Chem. & Ind., 1953, 1179. Anon., Angew. Chem. (Nachr.), 1962, 10, 278. Parham, W. E. et al., Org. Synth., 1967, 47, 107. Zemlyanskii, N. I. et al., Chem. Abs., 1971, 74, 53204. Spencer, H., Chem. Brit., 1977, 13, 240-241). Sulfide forms have included, but not been limited to, hydrogen, ammonium, or sodium sulfides, di- and polysulfides, xanthate solutions, thiophenoxide solutions, and dithionates. Various combustion gases may be generated with these materials.
A safe preparation of diazonium sulfides from diazonium tetrafluoroborates and sodium benzenethiolate in DMF also has been described in the literature (Petullo, G. et al., Tetrahedron Lett., 1985, 24, 6365-6368). Diazotised anthranilic acid solutions also have successfully produced non-explosive sulfide derivatives when exposed to a variety of conditions (Hollingshead, R. G. W. et al., Chem. & Ind., 1953, p. 1179).
Potential Gas Byproducts
- Carbon Monoxide (CO)
- Carbon Dioxide (CO2)
- Nitrogen (N2)