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Concept explainers
Interpretation: The starting carbonyl materials that are needed to prepare X by using a directed aldol reaction are to be identified. The reagents that are needed to convert X to donepezil are to be identified.
Concept Introduction: The directed aldol reaction is a type of cross aldol reaction. This directed aldol reaction categorizes the carbonyl compounds into the nucleophilic enolate and other the carbonyl compound which can react at the electrophilic carbonyl carbon atom.
Aldol reaction is the condensation reaction of the
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Chapter 24 Solutions
Organic Chemistry-Package(Custom)
- What product result from nitration of benzaldehyde ?arrow_forwardWhy is the Aldol reaction often called an Aldol condensation? 1) The initially formed b-hydroxy carbonyl compound loses an oxygen atom 2) The initially formed b-hydroxy carbonyl compound loses a hydrogen atom 3) The initially formed b-hydroxy carbonyl compound loses water 4) The initially formed b-hydroxy carbonyl compound loses a hydroxyl grouparrow_forwardDraw the product formed when phenylacetic acid (C6H5CH2COOH) istreated with following reagent. With some reagents, no reaction occurs. NaOHarrow_forward
- Draw reaction of an Α,β -unsaturated carboxylic acid derivative with a nucleophile forms a nucleophilic acyl substitution product with a reactive carbonyl group and a conjugate addition product with a less reactive carbonyl grouparrow_forwardDraw the product formed when each organometallic reagent is treated with H2O.arrow_forwardDraw a stepwise mechanism for the following variation of the aldol reaction, often called a nitro aldol reaction.arrow_forward
- A key step in the synthesis of donepezil is a directed aldol reaction that forms α,β- unsaturated carbonyl compound X. What carbonyl starting materials are needed to prepare X using a directed aldol reaction? What reagents are needed to convert X to donepezil?arrow_forwardβ-D-Glucose, a hemiacetal, can be converted to a mixture of acetals on treatment with CH3OH in the presence of acid. Draw a stepwise mechanism for this reaction. Explain why two acetals are formed from a single starting material.arrow_forwardDraw the product formed when phenylacetic acid (C6H5CH2COOH) istreated with each reagent. With some reagents, no reaction occurs. NaHCO3arrow_forward
- Draw the product formed form acetaldehyde using -OH, H2O. (Aldol reaction &dehydration)arrow_forwardEsters with only one α hydrogen generally give poor yields in the Claisen condensation. Q: Propose a mechanism for the Claisen condensation of ethyl isobutyrate.arrow_forwardA key step in the synthesis of donepezil is a directed aldol reaction that forms α,β- unsaturated carbonyl compound X. What carbonyl starting materials are needed to prepare X using a directed aldol reaction? What reagents are needed to convert X to donepezil?arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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