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Reactivity Documentation

Acetals, Ketals, Hemiacetals, and Hemiketals

mixed with

Metals, Alkali, Very Active

Summary

Details

Metals, Alkali, Very Active is a reactive group.

Reactivity Predictions (for each pair of reactive groups)

Metals, Alkali, Very Active mixed with
Acetals, Ketals, Hemiacetals, and Hemiketals

Hazard Predictions

The combination of alkali metals with acetals, hemiacetals, or ketals may result in reactions of the metals with alcohols or ethers similar to the reactions described below:

ALCOHOLS:

Reactions of alkali metals and alcohols produce flammable H2 gas and corrosive metal alkoxides (Horn, M. and Horns, U. 2000. Alkoxides, Metal. Kirk-Othmer Encyclopedia of Chemical Technology (Online); Falbe, J., Bahrmann, H., Lipps, W. and Mayer, D. 2000. Alcohols, Aliphatic. Ullmann's Encyclopedia of Industrial Chemistry. (Online)).

Reactions of potassium with alcohols can be explosive in air (E.F. Pratt et al., J. Am. Chem. Soc., 1954, p. 54; Chiu, K.-W. 2005. Potassium. Kirk-Othmer Encyclopedia of Chemical Technology. (Online)).

Reactions of sodium and alcohols, including ethanol, produce flammable H2 gas (Eggeman, T. 2007. Sodium and Sodium Alloys. Kirk-Othmer Encyclopedia of Chemical Technology. (Online); A. Brandstrom, Acta Chem. Scand. 1951, 4, 1608-1610).

t-Butanol ignites on contact with Na-K alloy (M.M. Renfrew, J. Chem. Ed. 1983, 60, A2229).

ETHERS:

Aromatic ethers are reduced by alkali metals to highly basic and corrosive alkoxides and metal aryls. Reactive radical intermediates are formed during this reaction. In the presence of proton donors, flammable alkanes and alcohols are produced (P. A. Sartoretto and F. J. Sowa, J. Am. Chem. Soc., 1937, p. 603-606; T. Shindo, Y. Fukuyama, T. Sugai. Synthesis, 2004, No. 5, p 692-700; U. Azzena, T. Denurra, G. Melloni, G. Rassu, Chem. Comm. 1987, p. 1549).

At room temperature, alkyl ethers are not attacked by alkali metals (Sakuth, M., et al. 2010. Ethers, Aliphatic. Ullmann's Encyclopedia of Industrial Chemistry. (Online)).

Potential Gas Byproducts