Acetaldehyde aldol condensation mechanism All of the aldol products formed between propanal and acetaldehyde in NaOH. So those two carboanions can react with both propanal and acetaldehyde to give four different products. Cinnamaldehyde is formed as the only crossed aldol product when acetaldehyde (enolizable) reacts with benzaldehyde (non-enolizable) in basic medium. The nucleophile is generally an enolate of an aldehyde or ketone attacking another aldehyde or ketone molecule. Base-catalyzed elimination occurs with heating. E.g. Note: In above reaction, the self aldol condensation of acetaldehyde is a competing reaction. The nucleophile is generally an enolate of an aldehyde or ketone attacking another aldehyde or ketone molecule. Step-1:In reverse order, The hydroxide ion deprotonates the aldehyde.Step-2:Here Enolate ion 1 adds to the unreacted aldehyde.Step-3:Alkoxide ion 2 is protonated by water.Step-4:A small amount of aldol is converted into enolate ion (4) by hydroxide ion.Step-5:Here Enolate Ion(4) loses a hydroxide ion.Step 1 to step 3 illustrates the aldol reaction. Generally speaking, an aldol condensation is a nucleophile attack on a carbonyl to make a ketone or aldehyde of β-hydroxy. An acidic or basic solution can catalyze the condensation of aldol. The product of this \(\beta\)-elimination reaction is an α,β-unsaturated aldehyde or ketone. Aldol Condensation: the dehydration of aldol products to synthesize α, β unsaturated carbonyls (enones) The products of aldol reactions often undergo a subsequent elimination of water, made up of an alpha-hydrogen and the beta-hydroxyl group. This reaction is called the aldol condensation which may be exemplified by the reaction of acetaldehyde to give acetaldol (3 … An acidic or basic solution can catalyze the condensation of aldol. About Aldol condensation Two molecules of an aldehyde or a ketone undergo condensation in the presence of a base to yield a β-hydroxyaldehyde or a β-hydroxyketone. Generally speaking, an aldol condensation is a nucleophile attack on a carbonyl to make a ketone or aldehyde of β-hydroxy. Propanal - CH 3 CH CHO - Aldehyde; Acetaldehyde - CH 3 CHO - aldehyde; Two carboanions are formed from propanal and acetaldehyde. Crossed aldol condensation is done between acetaldehyde and acetophenone by using NaOH as the base. But which one would be the major? Dehydration may be accompanied by decarboxylation when an activated carboxyl group is present. Only one crossed aldol product is formed when one of the carbonyl compound lacks α-hydrogen. Aldol Condensation: the dehydration of Aldol products to synthesize α, β unsaturated carbonyl (enones) The products of aldol reactions often undergo a subsequent elimination of water, made up of an alpha-hydrogen and the beta-hydroxyl group. Depending on the nature of the … I know that acetaldehyde will act as electrophile to which addition will occur. So, here we can get 4 possible products. The first part of this reaction is an aldol reaction, the second part a dehydration—an elimination reaction (Involves removal of a water molecule or an alcohol molecule). The aldol addition product can be dehydrated via two mechanisms; a strong base like potassium t-butoxide, potassium hydroxide or sodium hydride in an enolate mechanism, or in an acid-catalyzed enolmechanism. The product of this β -elimination reaction is an α,β-unsaturated aldehyde or ketone.
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