11.docx - Lab experiment 11 Reaction of 3,4- and 1-Indanone...

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Lab experiment 11: Reaction of 3,4-Dimethyoxylbenzaldehyde and 1-Indanone to explore “crossed” Aldol Condensation Introduction In this experiment, learning the crossed aldol condensation by react 3,4- dimethoxybenzaldehyde and 1-indonone to produce the alpha,beta-unsaturated carbonyl
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compound. The aldol condensation is perceived as a standout amongst the most essential fundamental for the development of new carbon– carbon bonds in both the biochemical and simply synthetic areas. It is an across the board reaction that usually used in organic chemistry. There is a considerable time that the aldol condensation used in science which all covers the synthetics utility of aldol condensation, especially in medical field, biological, and restorative science advancement as well as medicinal chemistry development. The reaction involved both acid or base catalyzed, if the base catalyzed aldol condensation reaction, the alpha on the carbon deprotonated and made a resonance stabilized in the equilibrium state which called enolate. The enolate in aldol condensation acted as a nucleophile which attacked the other carbonyl group and formed a beta-hydroxy carbonyl compound. In addition, at the end of the reaction, the elimination of water must be there in order to produce alpha,beta-unsaturated carbonyl compound. 1 2 There are two possibility of aldol condensation reactions between two different carbonyl compound which are “self” and “crossed” aldol condensation reactions which lead to four possible aldol products. However, in this lab, using the crossed aldol condensation to get the desired product which involved several purification processes. 1 Mechanism:
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Figure one: Mechanism in this lab The Side Product:
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