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Reactivity Documentation

Sulfides, Organic

mixed with

Diazonium Salts

Summary

Details

Sulfides, Organic is a reactive group.
Diazonium Salts is a reactive group.

Reactivity Predictions (for each pair of reactive groups)

Sulfides, Organic mixed with
Diazonium Salts

Hazard Predictions

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