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Concept explainers
(a)
Interpretation:
The reason for the observation that Claisen and Dieckmann condensation reaction requires one full equivalent of base is to be stated.
Concept introduction:
In Claisen condensation reaction two esters or one ester and a carbonyl compound react together to form
(b)
Interpretation:
The reason for the observation that phenylacetate does not undergo Claisen condensation with one equivalent of sodium phenoxide whereas ethyl acetate readily undergoes Claisen condensation with one equivalent of sodium ethoxide is to be stated.
Concept introduction:
In Claisen condensation reaction two esters or one ester and a carbonyl compound react together to form
(c)
Interpretation:
The reason for the observation that aldol condensation is catalyzed by acid, but Claisen condensation not catalyze is to be explained.
Concept introduction:
In Claisen condensation reaction two esters or one ester and a carbonyl compound react together to form
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Chapter 22 Solutions
EBK ORGANIC CHEMISTRY
- Identify the reagents represented by the letters a-e in the following scheme:arrow_forwardGive the structure of the major nrganic reactant(x) in aldol, aldol condensation or Claisen condensation. a) b) OEIarrow_forwardShow how you would synthesize octanal from each compound. You may use any necessary reagents.(a) octan-1-olarrow_forward
- Predict the major products of the following base-catalyzed aldol condensations withdehydration.(a) benzophenone (PhCOPh) + propionaldehydarrow_forwardPredict the major products of the following base-catalyzed aldol condensations withdehydration.(a) benzophenone (PhCOPh) + propionaldehydearrow_forwardDraw the product formed when each dicarbonyl compound undergoes anintramolecular aldol reaction followed by dehydration, when possible.arrow_forward
- β-Vetivone is isolated from vetiver, a perennial grass that yields a variety ofcompounds used in traditional eastern medicine, pest control, and fragrance. In one synthesis, ketone A is converted to β-vetivone by a two-step process: Michael reaction, followed by intramolecular aldol reaction. (a) What Michael acceptor is needed for the conjugate addition? (b) Draw a stepwise mechanism for the aldol reaction, which forms the six-membered ring.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_forwardDraw the product formed when each dicarbonyl compound undergoes an intramolecular aldol reaction followed by dehydration, when possible.arrow_forward
- Reaction benzaldehyde with (CH3CN) in presence of base called ? (a) Dopner reaction (b)Crossed Claisen condensation (C) Cope reaction (d) Aldol condensation 10:00 PMarrow_forwardAcetophenone and formaldehyde undergo a mixed aldol addition. Which compound will react as CH - acidic and carbonyl component respectively, and why? Show the structures of the favoured aldol addition and aldol condensation products.arrow_forwardPlease give the appropriate reagents to complete the following synthesis.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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