Enols
Today we started to look at enols, with the major focus being a mechanistic view of the keto-enol tautomerism process. We saw how aqueous acid and aqueous base can catalyze the tautomerism. The key here is the realization that water can be an acid, a base, or a nucleophile -- it all depends on the conditions.Once we saw how enols can be formed, we spent some time on reactions that they can undergo. The template here was the use of the C=C as a nucleophile from Chem 241. Our example was dibromine as the electrophile, we then took it a step further and looked at the venerable Hell-Volhard-Zelinsky reaction, in which a carboxylic acid is converted to an alpha-bromo acid.


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