Concept explainers
(a)
Interpretation:
The products of the given aldol condensation reaction before and after dehydration are to be predicted.
Concept introduction:
Aldol condensation is defined as a condensation reaction that involves the nucleophilic addition of an enolate ion to another carbonyl group to form a
(b)
Interpretation:
The products of the given aldol condensation reaction before and after dehydration are to be predicted.
Concept introduction:
Aldol condensation is defined as a condensation reaction that involves the nucleophilic addition of an enolate ion to another carbonyl group to form a
(c)
Interpretation:
The products of the given aldol condensation reaction before and after dehydration are to be predicted.
Concept introduction:
Aldol condensation is defined as a condensation reaction that involves the nucleophilic addition of an enolate ion to another carbonyl group to form a
(d)
Interpretation:
The products of the given aldol condensation reaction before and after dehydration are to be predicted.
Concept introduction:
Aldol condensation is defined as a condensation reaction that involves the nucleophilic addition of an enolate ion to another carbonyl group to form a
(e)
Interpretation:
The products of the given aldol condensation reaction before and after dehydration are to be predicted.
Concept introduction:
Aldol condensation is defined as a condensation reaction that involves the nucleophilic addition of an enolate ion to another carbonyl group to form a
(f)
Interpretation:
The products of the given aldol condensation reaction before and after dehydration are to be predicted.
Concept introduction:
Aldol condensation is defined as a condensation reaction that involves the nucleophilic addition of an enolate ion to another carbonyl group to form a
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Organic Chemistry (9th Edition)
- Provide the correct conditions and their major products for the two reactions below:arrow_forwardWhat are the products of an aldol cyclization for the following compound?arrow_forwardBenzalacetone is a side product formed in the aldol condensation of dibenzalacetone. Show the reaction mechanism of how this side product, Benzalacetone, is formed.arrow_forward
- Show the starting material(s) and reagents need to synthesize (one step) the following product using carbonyl a carbon chemistry.arrow_forwardDraw the structure of the major aldol product (prior to possible dehydration) of the following reaction without specifying stereochemistry. CH3 ལན། ཚིགས་. dilute aqueous NaOH 0-5° You do not have to consider stereochemistry. If no reaction occurs, draw the organic starting material. 0 + ChemDoodle [] заarrow_forwardProvide the reactant(s) that would give the following possible aldol condensation product.arrow_forward
- When treated with base, the following compound undergoes an intramolecular aldol reaction and dehydration to give a product containing a ring. H Propose a structure for this product. base C4H6O + HOarrow_forward2 H3C H3C H C→XT OH 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. base :0: OH H 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 Instruct ns H3C heat OH H3C :0: H + H₂O Harrow_forwardConsider the following reactions, and draw the products that are formed. Part 1 of 2 Draw the structure of the aldol addition product that results from dimerization of the following aldehyde. You do not need to show stereochemistry. H Part 2 of 2 NaOH Draw the structure of the aldol addition product that results from dimerization of the following aldehyde. You do not need to show stereochemistry. or H NaOHarrow_forward
- An aldol addition can be catalyzed by acids as well as by bases. Propose a mechanism for the acid-catalyzed aldol addition of propanal.arrow_forwardShow how to prepare a,b-unsaturated ketone by an aldol reaction followed by dehydration of the aldol product.arrow_forwardDraw the structures of the two Aldol condensation products based on the identified aldehydes and ketones.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning