Township of North, Estados Unidos
We have adapted oxidation of an alcohol with sodium hypochlorite solution to a "puzzle" approach by using a diol as the substrate for oxidation. The diols under investigation have both a primary and a secondary hydroxyl group. There are three possible outcomes to the reaction: (i) only the primary alcohol is oxidized to the aldehyde (or carboxylic acid); (ii) only the secondary alcohol is oxidized to the ketone; or (iii) both alcohols are oxidized. The assignment is to perform the reaction and determine the structure of the product through interpretation of the IR spectrum. Examples using two commercially available diols are shown.
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