Ruthenium Tetroxide Oxidation of Iodoalkanes

Researcher Information

Leyda Su Ham
Wen Chi Chou

Project Type



Alvin Sherman Library 1054

Start Date

19-4-2002 12:00 AM

End Date

19-4-2002 12:00 AM



  • 5 - 20 mol% or hydrated RuO2 and 4.1 equivalents of the co-oxidant (NaIO4 or H5IO4 ) were used.

  • The reactions were run at room temperature, for 3 hours, with vigorous stirring.

    Extended reaction times did not change the yields. Hydrated RuO2 should be used as a RuO4 precursor. RuCl3 gave a relatively

    large amount of chloroalkanes.1

  • NaIO4 and H5IO4 were the best co-oxidants. Other co-oxidants (NaClO, KBrO3,

    Bu4NIO4) did not work well. A co-oxidant should be added in 3-4 portions in the course of the reaction.


    Oxidation of primary iodoalkanes in good yields was accomplished. Secondary iodoalkanes give mixtures of ketones and carboxylic acids and further work is needed to establish whether the conditions exist under which they can be oxidized to predominantly give either ketones or carboxylic acids.

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Apr 19th, 12:00 AM Apr 19th, 12:00 AM

Ruthenium Tetroxide Oxidation of Iodoalkanes

Alvin Sherman Library 1054

At present there are a few methods available for a direct oxidation (without a hydrolysis to the alcohol) of an iodoalkane to the corresponding carbonyl compound. This work is an attempt to improve a previously described method for oxidation of iodoalkanes by treatment with ruthenium tetroxide.