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Concept explainers
(a)
Interpretation:
The preparation of the given
Concept introduction:
Aldol reaction is an addition reaction of
(b)
Interpretation:
The preparation of the given
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
- Show how to prepare a,b-unsaturated aldehyde by an aldol reaction followed by dehydration of the aldol product.arrow_forward1. Draw the indicated enols/enolates of the indicated compounds. kinetic enolate thermodynamic enolate thermodynamic enol kinetic enol kinetic enolate thermodynamic enolate thermodynamic enol kinetic enolarrow_forward2-Pentylcinnamaldehyde, commonly called flosal, is a perfume ingredient with a jasminelike odor. Flosal is an α,β-unsaturated aldehyde made by a crossed aldol reaction between benzaldehyde (C6H5CHO) and heptanal (CH3CH2CH2CH2CH2CH2CHO), followed by dehydration. Draw a stepwise mechanism for the following reaction that prepares flosal.arrow_forward
- Explain why ketone K undergoes aldol reactions but ketone J does not.arrow_forwardShow how you would synthesize octanal from each compound. You may use any necessary reagents.ethyl octanoatearrow_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_forward
- Propose a mechanism for the reaction of benzyl acetate with methylamine. Label theattacking nucleophile and the leaving group, and draw the transition state in which theleaving group leaves.arrow_forwardWhich combination of reagent is appropriate for the following transformation? Ph OMe Ph HO.arrow_forwardDraw possible products of aldol reaction. Including dehydrated aldol products.arrow_forward
- Draw the product formed when phenylacetic acid (C6H5CH2COOH) istreated with following reagent. With some reagents, no reaction occurs. NaOHarrow_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_forward2-Pentylcinnamaldehyde, commonly called flosal, is a perfume ingredient with a jasmine-like odor. Flosal is an a,B-unsaturated aldehyde made by a crossed aldol reaction between benzaldehyde (CsH;CHO) and heptanal (CH,CH,CH2CH,CH,CH2CHO), followed by dehydration. Draw a stepwise mechanism for the following reaction that prepares flosal. CHO OH CgH;CHO CHO + Hо H20 flosal (perfume component)arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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