Abstract
THE homolytic decarbonylation of aliphatic aldehydes regularly occurs at elevated temperatures in the vapour phase1. We have studied this reaction with a number of aliphatic aldehydes in the liquid phase at 90°–120° C., using the Me2C—CO2Me free radical (produced by the thermal decomposition of dimethyl-2 : 2′-azo-isobutyrate) as the initiating catalyst, and have found that only about 5 per cent of these radicals are effective as dehydrogenators (1).
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References
See Steacie, E. W. R., “Atomic and Free Radical and Reactions” (1946).
J. Amer. Chem. Soc., 69, 2917 (1947).
J. Org. Chem., 14, 248 (1949).
See preceding communication.
Waters, “The Chemistry of Free Radicals”, 257, 283 (1946).
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HARRIS, E., WATERS, W. Thiol Catalysis of the Homolytic Decomposition of Aldehydes. Nature 170, 212–213 (1952). https://doi.org/10.1038/170212a0
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DOI: https://doi.org/10.1038/170212a0
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