Reactivity Documentation
Diazonium Salts |
mixed with |
Hydrocarbons, Aliphatic Unsaturated |
Summary
- Flammable: Reaction products may be flammable
- 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
-
May produce the following gases:
- Carbon Monoxide
- Nitrogen
Details
Reactivity Predictions (for each pair of reactive groups)
Hydrocarbons, Aliphatic Unsaturated
Hazard Predictions
- Flammable: Reaction products may be flammable
- 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
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
- Carbon Monoxide (CO)
- Nitrogen (N2)