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Aldol Condensation and Retro-Aldol

(a) Draw the product of the crossed aldol condensation between benzaldehyde and acetone in NaOH/EtOH. (b) Explain why self-condensation of benzaldehyde does not occur. (c) What would happen if you used propanal instead of acetone? (d) The retro-aldol reaction of fructose-1,6-bisphosphate in glycolysis is catalyzed by aldolase. Explain how the enzyme stabilizes the enolate intermediate.

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