Reactivity Documentation
Metal Hydrides, Metal Alkyls, Metal Aryls, and Silanes |
mixed with |
Aldehydes |
Summary
- Flammable: Reaction products may be flammable
- Generates heat: Exothermic reaction at ambient temperatures (releases heat)
- Intense or explosive reaction: Reaction may be particularly intense, violent, or explosive
-
May produce the following gases:
- Alcohols
Details
Reactivity Predictions (for each pair of reactive groups)
Metal Hydrides, Metal Alkyls, Metal Aryls, and Silanes
Hazard Predictions
- Flammable: Reaction products may be flammable
- Generates heat: Exothermic reaction at ambient temperatures (releases heat)
- Intense or explosive reaction: Reaction may be particularly intense, violent, or explosive
Complex metal hydrides, such as LiAlH4 and NaBH4, reduce aldehydes to primary alcohols (Kohlpaintner, C., Schulte, M., Falbe, J., Lappe, P. and Weber, J. 2008. Aldehydes, Aliphatic. Ullmann's Encyclopedia of Industrial Chemistry. (Online); Abatjoglou, A. G. and Miller, D. J. 2011. Aldehydes. Kirk-Othmer Encyclopedia of Chemical Technology. 1-12. (Online)).
Strong bases, including sodium hydride, can catalyze the aldol condensation of aldehydes (Nielsen, A. T.; Houlihan., W. J. (1968). "The Aldol Condensation". Organic Reactions 16).
Lithium aluminum hydride reacts violently with benzaldehydes (Field, B.O. et al. 1955. J. Chem. Soc. 1111).
Diborane readily reduces aldehydes (Brown, H.C., W. Korytnyk. 1960. Journal of the American Chemical Society 82:3866).
Base-catalyzed aldol condensation and possible reduction can occur between alkyl lithium compounds and aldehydes (Buhler, J. D., The Journal of Organic Chemistry 1973, 38(5), 904-906).
Potential Gas Byproducts
- Alcohols