2 H Arrow-pushing Instructions AA base :0: XT OH H3C H3C The aldol reaction is a carbonyl condensation reaction between two carbonyl partners and involves a combination of nucleophilic addition and a-substitution steps. One partner is converted into an enolate ion nucleophile and adds to the electrophilic carbonyl group of the second partner. In the classic aldol reaction, the carbonyl partners are aldehydes or ketones, although aldehydes are more reactive. The product is a ß-hydroxy carbonyl compound. 1-1 H₂C H H₂C Under reaction conditions slightly more vigorous than those employed for the aldol reaction, the B-hydroxyl group is eliminated in an E1cB dehydration to give an a,ß-unsaturated carbonyl compound. Draw curved arrows to show the movement of electrons in this step of the mechanism. :0: H heat H H3C . H + H₂O

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Chapter1: Chemical Foundations
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I
H
H3C
NOC XT
:0:
MET
H₂C
base
H3C
The aldol reaction is a carbonyl condensation reaction between two carbonyl partners and involves a
combination of nucleophilic addition and a-substitution steps. One partner is converted into an enolate ion
nucleophile and adds to the electrophilic carbonyl group of the second partner. In the classic aldol reaction, the
carbonyl partners are aldehydes or ketones, although aldehydes are more reactive. The product is a ß-hydroxy
carbonyl compound.
H
OH
q
H3C
H₂C
H
Under reaction conditions slightly more vigorous than those employed for the aldol reaction, the ß-hydroxyl
group is eliminated in an E1cB dehydration to give an a,ß-unsaturated carbonyl compound.
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
heat
H
H
+ H₂O
Transcribed Image Text:I H H3C NOC XT :0: MET H₂C base H3C The aldol reaction is a carbonyl condensation reaction between two carbonyl partners and involves a combination of nucleophilic addition and a-substitution steps. One partner is converted into an enolate ion nucleophile and adds to the electrophilic carbonyl group of the second partner. In the classic aldol reaction, the carbonyl partners are aldehydes or ketones, although aldehydes are more reactive. The product is a ß-hydroxy carbonyl compound. H OH q H3C H₂C H Under reaction conditions slightly more vigorous than those employed for the aldol reaction, the ß-hydroxyl group is eliminated in an E1cB dehydration to give an a,ß-unsaturated carbonyl compound. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions heat H H + H₂O
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