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Reactivity Documentation

Diazonium Salts

mixed with

Hydrocarbons, Aliphatic Unsaturated

Summary

Details

Diazonium Salts is a reactive group.

Reactivity Predictions (for each pair of reactive groups)

Diazonium Salts mixed with
Hydrocarbons, Aliphatic Unsaturated

Hazard Predictions

There are many known examples of addition reactions between alkyl or aryl diazonium salts and electron-deficient unsaturated hydrocarbons (Citterio, A. and Vismara, E., Synthesis, 1980(4): 291-292; Citterio, A.; Vismara, E. Synthesis, 1980(9): 751-753; Citterio, A., Cominelli, A., Bonavoglia, F., Synthesis, 1986(4): 308-309). These reactions go by a radical mechanism and may be difficult to control. If uncontrolled, rapid evolution of nitrogen gas and various carbon-containing gases may occur, as well as a rapid increase in temperature.

Even if controlled, rapid nitrogen evolution can occur even at 0-5°C, as in the synthetic preparation of 4-(4-chlorophenyl)butan-2-one from the addition of 4-chlorobenzenediazonium chloride to 3-buten-2-one (Organic Syntheses, Coll. Vol. 7, p. 105 (1990); Vol. 62, p. 67 (1984)).

Potential Gas Byproducts