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Unformatted text preview: The Aldol Condensation Preparation of Dibenzalacetone Raymond Oldham, Michael Lester, Audrey Paulzak CH-238 QZ Introduction This reaction gets its name from the reaction of a conjugate base of an aldehyde or ketone with the carbonyl group of either the same species or another aldeyhde or ketone. It is one of the best ways to from a carbon-carbon bond. This reaction occurs first by a base removing a proton from an alpha carbon to form an anion. This anion is very stable due to resonance structures called a carbanion and an enolate ion which has the negative charge on the oxygen. Next, the anion generated acts as a nucelophile and adds to the carbonyl group of an aldehyde or ketone. This is called the alkoxide ion. Finally, the alkoxide ion abstracts a proton from water to form a neutral product called an aldol. In this experiment, the aldol condensation is slightly different from the example given. One difference is that this experiment is a mixed aldol condensation between two different carbonyl containing compounds, acetone and benzaldehyde. One molecule provides the carbonyl group and the other...
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