Concept explainers
(a)
Interpretation:
The compounds required for the condensation to synthesise the given compound are to be stated.
Concept introduction:
In base-catalysed aldol condensation, nucleophilic addition of an enolate ion takes place on a carbonyl group. In first step, an alpha proton is removed to produce enolate ion. It adds to the carbonyl group. In the next step, protonation of alkoxide gives the aldol product.
(b)
Interpretation:
The compounds required for the condensation to synthesise the given compound are to be stated.
Concept introduction:
Michael addition is a conjugate addition or 1,4-addition of a resonance stablised carbanion to a conjugated double bond. The conjugate double bond of
(c)
Interpretation:
The compounds required for the condensation to synthesis the given compound are to be stated.
Concept introduction:
Michael addition is a conjugate addition or 1,4-addition of a resonance stablised carbanion to conjugated double bond. The conjugate double bond of
Want to see the full answer?
Check out a sample textbook solutionChapter 22 Solutions
Organic Chemistry (9th Edition)
- In a Wittig reaction, a ketone or aldehyde reacts as an electrophile with a nucleophile called a Wittig reagent (or phosphonium ylide) to produce an alkene. The Wittig reagent is commonly synthesized first in a two-step process beginning with an alkyl halide, then reacted with the carbonyl compound. In this problem, you'll explore the mechanism of a multi-step synthesis to make an alkene using the Wittig approach.arrow_forwardDraw the structure of the major aldol product (prior to possible dehydration) of the following reaction.arrow_forwardIn this chapter, we will study three types of Condensation reactions: Michael, Aldol and Claisen. Match the right reaction with the statements below. ● This condensation reaction takes place between two esters. The electrophile in this reaction must be an a,B-unsaturated carbonyl compound. The B-hydroxy carbonyl products of this reaction are often dehydrated to form a,B- unsaturated carbonyl products.arrow_forward
- 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.arrow_forward16. Draw the structure of the aldol self-condensation (followed by dehydration) product for each of the following compounds. If a compound does not undergo aldol self-condensation, explain why it does not. a) || CH3CHCH₂CH T CH₂ b)arrow_forwardPlease do a detailed mechanism for the aldol reaction. Must show all the intermediates from the starting products below and water being available. NaOH Brarrow_forward
- 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 ketonearrow_forwarda) The reaction below concerns an intramolecular Aldol condensation reaction. NaOH E CH3 H i) Redraw the above dicarbonyl compound and identify the most acidic hydrogen. ii) Draw the structure of two resonance contributors of the enolate anions derived from the above compound. iii) Propose the step-wise mechanism for the formation of the Aldol product and consequently the dehydrated product by showing all curve arrows.arrow_forwardNeed help. An acid chloride can react with a non-nucleophilic base to provide a type of functional group called a ketene. Ketenes are very reactive and unstable species. Draw a reaction mechanism to show how dimethylketene is formed.arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY