(a)
Interpretation:
The product of the base-catalysed aldol reaction of the given compound has to be predicted.
Concept introduction:
Aldol reaction is an addition reaction of
(b)
Interpretation:
The product of the base-catalysed aldol reaction of the given compound has to be predicted.
Concept introduction:
Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide. One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named
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Chapter 19 Solutions
Organic Chemistry
- Aldol condensation:Draw the structures of compound A to Garrow_forwarda. Write the structure for the β-hydroxycarbonyl compound and their dehydration product formed by aldol condensation of (a) butanal (b) cyclohexanone. b. Can 3,3-dimethyl-2-butanone be synthesized from acetoacetic ester? Explain.arrow_forwardDraw the product of the base-catalyzed aldol reaction of compound. Q.) Cyclopentanonearrow_forward
- Draw a structural formula for the product of crossed aldol reaction and for the compound formed by dehydration of aldol productarrow_forwardDraw the product formed when each dicarbonyl compound undergoes anintramolecular aldol reaction followed by dehydration, when possible.arrow_forwardDraw a detailed mechanism using curved arrow formalism of the synthesis of aspirin from salicylic acid and acetic anhydride.arrow_forward
- One step in a recent short synthesis of a prostaglandin involves the conversion of succinaldehyde to the bicyclic hemiacetal X. Draw a stepwise mechanism for this process. (Hint: The mechanism begins with an intermolecular aldol reaction.)arrow_forwardConsider carbonyl compounds A–E drawn below. (a) Rank A–E in order of increasing stability. (b) Rank A–E in order of increasing amount of hydrate formed when treated with aqueous acid. (c) Which compound is most reactive in nucleophilic addition?arrow_forwardKindly draw the product that was fromed when phenylacetic acid was treated with the reagent, show the process and give some explanation. Thanks! a. [1] SOCI2; [2] CH3CH2CH2NH2 (excess) b. [1] SOCI2; [2] (CH3)2CHOHarrow_forward
- Differentiate between Aldol and Claisen condensation reaction.arrow_forwardLook at the imide, the nitrogen analog of an anhydride below: a) For a neutral imide, will the carbonyl carbon be more (easier to attack) orless (harder to attack) electrophilic than the C of a neutral anhydride? b) If the imide is hydrolyzed under acidic conditions, which atom, one of theoxygens or the nitrogen, will be protonated? Explain your answer.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning