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Reactivity Documentation

Amines, Phosphines, and Pyridines

mixed with

Metal Hydrides, Metal Alkyls, Metal Aryls, and Silanes

Summary

Details

Amines, Phosphines, and Pyridines is a reactive group.

Reactivity Predictions (for each pair of reactive groups)

Amines, Phosphines, and Pyridines mixed with
Metal Hydrides, Metal Alkyls, Metal Aryls, and Silanes

Hazard Predictions

Amines may react with organolithium and organomagnesium reagents to liberate flammable hydrocarbon gases (Carey, Francis. "Organic Chemistry", 5th Edition, Chpt. 14. Accessed at: http://www.chem.ucalgary.ca/courses/351/Carey5th/Ch14/ch14-1.html#Reactivity).

Hydrides react spontaneously and irreversibly with amines, evolving flammable H2 gas (Rittmeyer, P., U. Wietelmann. 2002. Hydrides. In Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH Verlag GmbH & Co. KGaA. (Online); Sullivan, E. and Wade, R. 1980. Hydrides. Kirk-Othmer Encyclopedia of Chemical Technology, 3rd ed. John Wiley & Sons, Inc.).

Reaction of lithium aluminum hydride and pyridine is very exothermic (Augustine, R. L. 1968. Reduction, Techniques and Applications in Organic Chemistry. London, Edward Arnold, pp. 22-23).

Aromatic amines react with lithium aluminum hydride to form azo compounds, which are potentially explosive (Cartolano, A. R. and Vedage, G. A. 2004. Amines by Reduction. Kirk-Othmer Encyclopedia of Chemical Technology. (Online)).

Sodium hydride reacts with amines to form corrosive and strongly basic sodium amide salts (Klemm, A., Hartmann, G. and Lange, L. 2000. Sodium and Sodium Alloys. Ullmann's Encyclopedia of Industrial Chemistry. (Online)).

NH3 and SbH3 explode if heated (J. W. Mellor, 1939. Mellor's Comprehensive Treatise on Inorganic and Theoretical Chemistry. Vol. 9, pp. 397. Longmans, Green and Co Ltd.).

Dialkylmagnesium compounds can react explosively with ammonia (Sidgwick, N. V., 1950, The Chemical Elements and their Compounds, Oxford, Oxford University Press, p. 233).

Explosive copper and silver acetylides are rendered non-explosive by complexation with trimethyl-, tributyl-, or triphenylphosphine (Roger, E. C. et al., Inorg. Chim. Acta, 1984, 90(3), L47-L49).

Potential Gas Byproducts