(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
- Consider 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_forwardDraw the product formed when each dicarbonyl compound undergoes an intramolecular aldol reaction followed by dehydration, when possible.arrow_forwardReaction benzaldehyde with (CH3CN) in presence of base called ? (a) Dopner reaction (b)Crossed Claisen condensation (C) Cope reaction (d) Aldol condensation 10:00 PMarrow_forward
- Give the structure of the major nrganic reactant(x) in aldol, aldol condensation or Claisen condensation. a) b) OEIarrow_forwardAcyclovir is an effective antiviral agent used to treat the herpes simplexvirus. (a) Draw the enol form of acyclovir, and explain why it is aromatic.(b) Why is acyclovir typically drawn in its keto form, despite the fact thatits enol is aromatic?arrow_forwardWhy is it not advisable to use aqueous hydrochloric acid in a Grignard reaction of a ketone? A) The Grignard reagent will react with the acid and cannot react with the ketone. B) The ketone will be protonated and will become unreactive. C) The ketone will form an unreactive enol. D) The Grignard reagent won't dissolve in aqueous solutionsarrow_forward
- Draw the product formed when phenylacetic acid (C6H5CH2COOH) istreated with following reagent. With some reagents, no reaction occurs. [1] SOCl2; [2] (CH3)2CHOHarrow_forwardDraw the products of each reaction. (a) and (b)arrow_forwardHydroxy aldehydes A and B readily cyclize to form hemiacetals. Draw the stereoisomers formed in this reaction from both A and B. Explain why this process gives an optically inactive product mixture from A and an optically active product mixture from B.arrow_forward
- ) Cinnamaldehyde is used in artificial cinnamon flavoring. Show how cinnamaldehydeis synthesized by a crossed aldol condensation followed by dehydration.H CHcinnamaldehyde C COH(b) Adding acetophenone slowly to a cold solution of LDA produces the enolate of acetophenone; but adding LDA slowly to a cold solution of acetophenone produces acondensation product. Show the reactions happening in each case, and explain why weobserve such different resultsarrow_forwardWhat reaction conditions—base, solvent, and temperature—are needed to convert ketone A to either B or C by an intramolecular alkylation reaction?arrow_forwardLinalool (the Chapter 9 opening molecule) and lavandulol are two of the major components of lavender oil. (a) What organolithium reagent and carbonyl compound can be used to make each alcohol? (b) How might lavandulol be formed by reduction of a carbonyl compound? (c) Why can’t linalool be prepared by a similar pathway?arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning