Aldol reactions provide another way to build longer or branched carbon chains. Write a retro- synthetic reaction plan for preparation of this compound using a base-catalyzed aldol reaction or condensation. What base should be used to generate the enolate required for this reaction? Is the enolate a kinetic enolate or a thermodynamic enolate? محدد OH . Using the starting material for synthesis of the compound shown above, another aldol product is possible. Write the reaction to show formation of the other possible product. Assume base catalysis.

Aldol reactions provide another way to build longer or branched carbon chains. Write a retro- synthetic reaction plan for preparation of this compound using a base-catalyzed aldol reaction or condensation. What base should be used to generate the enolate required for this reaction? Is the enolate a kinetic enolate or a thermodynamic enolate? محدد OH . Using the starting material for synthesis of the compound shown above, another aldol product is possible. Write the reaction to show formation of the other possible product. Assume base catalysis.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter26: Aldol And Claisen Reactions

Section: Chapter Questions

Problem 5E

See similar textbooks

Similar questions

2 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 H
An enolate attacks an aldehyde and the resulting product is subsequently protonated. What type of reaction is this? an acid-catalyzed aldol condensation a Fischer esterification. a Grignard reaction. a base-mediated aldol condensation
Provide a chemical reaction on how the following compounds can be synthesized via aldol condensation. note that the starting reactants should be benzaldehyde and a ketone
The first steps in the synthesis of azelnidipine, a calcium channel blocker, involves the reaction of β-keto ester A with aldehyde B in the presence of base. What crossed aldol product is formed in this reaction?
Give the structures of the aldol products that form when each of the following compounds or mixtures is treated with NaOH. The top three compounds are aldol dimerizations and require 2 moles of the reactant listed, while the two compounds on the bottom row are being used in a mixed aldol reaction. Butanal, Cyclopentanone, and Acetophenone (PhCOCH3) p-chlorobenzaldehyde and 2,2-dimethylcyclohexanone
base 2 H3C H H3C OH heat H H3C + H₂O H 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. 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 X :OH H₂O: а کی H₂C H H₂C H H
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
The Robinson annulation is a combination of two carbonyl coupling reactions, the Michael reaction and the intramolecular aldol condensation. The most common partners in the reaction are a nucleophilic donor (such as a cyclic ketone, a β-keto ester, an enamine, or a β-diketone) and an α,β-unsaturated ketone acceptor. The product is a substituted 2-cyclohexenone derivative. Draw the structures of the nucleophilic β-keto ester and the α,β-unsaturated ketone acceptor that were combined in a Robinson annulation to give the following product: Draw the β-keto ester as an ethyl ester,
a) Show the reaction mechanism for the following multistep transformations. Show all reagents and the intermediate structures. Br OH from and b) Propose a correct retrosynthetic analysis of (E)-1,3-di(furan-2-yl)prop-2-en-1-one following an aldol condensation reaction.
The Robinson annulation is a combination of two carbonyl coupling reactions, the Michael reaction and the intramolecular aldol condensation. The most common partners in the reaction are a nucleophilic donor (such as a cyclic ketone, a β-keto ester, an enamine, or a β-diketone) and an α,β-unsaturated ketone acceptor. The product is a substituted 2-cyclohexenone derivative. Draw the structures of the nucleophilic β-diketone and the α,β-unsaturated ketone acceptor that were combined in a Robinson annulation to give the following product:
What is the product formed when each dicarbonyl compound undergoes an intramolecular aldol reaction, followed by dehydration.
What is the structural requirement of the following reactions? 1) Iodoform Reaction 2) Aldol Condensation