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Concept explainers
(a)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
(b)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Carboxylic acid undergoes
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
(c)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Carboxylic acid undergoes
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
(d)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Carboxylic acid undergoes
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
(e)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Carboxylic acid undergoes
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
(f)
Interpretation: Products of given reactions has to be predicted.
Concept introduction: Given set of conditions gives a final product of reaction through a series of steps.
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Carboxylic acid undergoes
A strong base like
Ester reacts with a base to form an enolate ion which undergoes intramolecular reaction.
Ester reacts with a base to form an enolate ion which attacks alkyl bromide to form an alkylated product. Hydrolysis and decarboxylation take place to form a product.
A strong base like
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Chapter 17 Solutions
Pearson eText Organic Chemistry -- Instant Access (Pearson+)
- Identify products A and B from the given 1H NMR data. a.Treatment of CH2=CHCOCH3 with one equivalent of HCl forms compound A. A exhibits the following absorptions in its 1H NMR spectrum: 2.2 (singlet, 3 H), 3.05 (triplet, 2 H), and 3.6 (triplet, 2 H) ppm. What is the structure of A? b.Treatment of acetone [(CH3)2C=O] with dilute aqueous base forms B. Compound B exhibits four singlets in its 1H NMR spectrum at 1.3 (6 H), 2.2 (3 H), 2.5 (2 H), and 3.8 (1 H) ppm. What is the structure of B?arrow_forwardHow might you convert geraniol into either ethyl geranylacetate or geranylacetone?arrow_forwardNicotinic acid, more commonly named niacin, is one of the B vitamins. Show how nicotinic acid can be converted to (a) ethyl nicotinate and then to (b) nicotinamide.arrow_forward
- Starting with (R)-1-deuterio-1-propanol, how could you prepare a. (S)-1-deuterio-1-propanol? b. (S)-1-deuterio-1-methoxypropane? c. (R)-1-deuterio-1-methoxypropane?arrow_forwardIdentify the best reagents to complete the following reaction.arrow_forwardTreatment of a carboxylic acid with trifluoraacetic anhydride leads to an unsymmetrical anhydride that rapidly reacts with an alcohol to give an ester. Q5. F3C CF3 trifluoroacetic anhydride CH;CH,OH H3C + CF;CO,H HO, H3C" CF3 H3C OCH2CH3 Unsymmetrical anhydride 1 Ethyl ester 2 (a) Propose a mechanism, using curved arrows, for the formation of the unsymmetrical anhydride 1. (b) Propose a mechanism, using curved arrows, for the formation of the ethyl ester 2. (c) Why is the unsymmetrical anhydride unusually reactive?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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