Organic Chemistry, Books a la Carte Edition (8th Edition)
Organic Chemistry, Books a la Carte Edition (8th Edition)
8th Edition
ISBN: 9780134074580
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
Question
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Chapter 17, Problem 67P

(a)

Interpretation Introduction

Interpretation: The Given compounds can be prepared using a Reformatsky reaction has to be described.

Concept introduction: An aldehyde or ketone is reacted with an organozinc reagent.  The organozinc reagent is added to the carbonyl of aldehyde.  The final product on hydrolysis is required βhydroxy ester.  This reaction of an aldehyde or ketone with an organozinc reagent to form βhydroxy ester is known as Reformatsky reaction.

On acidic hydrolysis of ester, the carboxylic acid can be obtained.  To remove a molecule of water, the βhydroxy ester can be heated.

(b)

Interpretation Introduction

Interpretation: The Given compounds can be prepared using a Reformatsky reaction has to be described.

Concept introduction: An aldehyde or ketone is reacted with an organozinc reagent.  The organozinc reagent is added to the carbonyl of aldehyde.  The final product on hydrolysis is required βhydroxy ester.  This reaction of an aldehyde or ketone with an organozinc reagent to form βhydroxy ester is known as Reformatsky reaction.

On acidic hydrolysis of ester, the carboxylic acid can be obtained.  To remove a molecule of water, the βhydroxy ester can be heated.

(c)

Interpretation Introduction

Interpretation: The Given compounds can be prepared using a Reformatsky reaction has to be described.

Concept introduction: An aldehyde or ketone is reacted with an organozinc reagent.  The organozinc reagent is added to the carbonyl of aldehyde.  The final product on hydrolysis is required βhydroxy ester.  This reaction of an aldehyde or ketone with an organozinc reagent to form βhydroxy ester is known as Reformatsky reaction.

On acidic hydrolysis of ester, the carboxylic acid can be obtained.  To remove a molecule of water, the βhydroxy ester can be heated.

(d)

Interpretation Introduction

Interpretation: The Given compounds can be prepared using a Reformatsky reaction has to be described.

Concept introduction: An aldehyde or ketone is reacted with an organozinc reagent.  The organozinc reagent is added to the carbonyl of aldehyde.  The final product on hydrolysis is required βhydroxy ester.  This reaction of an aldehyde or ketone with an organozinc reagent to form βhydroxy ester is known as Reformatsky reaction.

On acidic hydrolysis of ester, the carboxylic acid can be obtained.  To remove a molecule of water, the βhydroxy ester can be heated.

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Chapter 17 Solutions

Organic Chemistry, Books a la Carte Edition (8th Edition)

Ch. 17.5 - Show how the following compounds can be prepared...Ch. 17.6 - What compound is formed when a dilute solution of...Ch. 17.7 - Prob. 13PCh. 17.7 - Prob. 14PCh. 17.7 - How many stereoisomers are obtained from each of...Ch. 17.7 - Prob. 16PCh. 17.8 - Prob. 17PCh. 17.9 - Prob. 18PCh. 17.9 - What reagents should be used to prepare the...Ch. 17.10 - Prob. 20PCh. 17.10 - What aldehyde or ketone would be obtained when...Ch. 17.11 - Prob. 22PCh. 17.11 - How could you prepare the following compound using...Ch. 17.12 - Prob. 25PCh. 17.12 - What two carbonyl compound are required for the...Ch. 17.12 - Propose a mechanism for the following reaction:Ch. 17.13 - Draw the products of the following reactions:Ch. 17.13 - Prob. 29PCh. 17.13 - Prob. 30PCh. 17.14 - Prob. 31PCh. 17.15 - Write the mechanism for the reaction of a...Ch. 17.15 - Prob. 33PCh. 17.15 - Prob. 34PCh. 17.15 - Draw the product of the reaction of each of the...Ch. 17.16 - Draw the product obtained by heating each pair of...Ch. 17.16 - What two carbonyl compounds are needed to...Ch. 17.17 - Prob. 38PCh. 17.18 - Prob. 39PCh. 17.18 - Prob. 40PCh. 17.19 - Prob. 41PCh. 17.20 - Prob. 43PCh. 17.21 - Propose a mechanism for the formation of...Ch. 17.21 - Prob. 45PCh. 17.21 - a. If the biosynthesis of palmitic acid were...Ch. 17.21 - Prob. 47PCh. 17 - Prob. 48PCh. 17 - Prob. 49PCh. 17 - Number the following compounds in order of...Ch. 17 - The 1H NMR chemical shifts of nitromethane,...Ch. 17 - Prob. 52PCh. 17 - Draw the products of the following reactions: a....Ch. 17 - A racemic mixture of 2-methyl-1-phenyl-1-butanone...Ch. 17 - Draw the products of the following reaction:Ch. 17 - Prob. 56PCh. 17 - Prob. 57PCh. 17 - In the presence of excess base and excess halogen,...Ch. 17 - Identify A-L. (Hint: A shows three singles in its...Ch. 17 - Using cyclopentanone as the reactant, show the...Ch. 17 - Show how 4-methyl-3-hexanol can be synthesized...Ch. 17 - Show how the following compound can be synthesized...Ch. 17 - Show how the following compounds can be prepared...Ch. 17 - Prob. 64PCh. 17 - Prob. 65PCh. 17 - Indicate how each of the following compounds can...Ch. 17 - Prob. 67PCh. 17 - The ketone whose 1H NMR spectrum is shown here was...Ch. 17 - Indicate how the following compounds can be...Ch. 17 - Compound A with molecular formula C6H10 has two...Ch. 17 - Prob. 71PCh. 17 - Draw the products of the following reactions:Ch. 17 - Prob. 73PCh. 17 - a. Show how the amino acid alanine can be...Ch. 17 - Show how the following compounds can be...Ch. 17 - Prob. 76PCh. 17 - Explain why the following bromoketone forms...Ch. 17 - Prob. 78PCh. 17 - A carboxylic arid is formed when an -haloketone...Ch. 17 - An , -unsaturated carbonyl compound can be...Ch. 17 - What carbonyl compounds are required to prepare a...Ch. 17 - Prob. 82PCh. 17 - A Cannizzaro reaction is the reaction of an...Ch. 17 - Propose a mechanism for each of the following...Ch. 17 - The following reaction is known as the benzoni...Ch. 17 - Prob. 86PCh. 17 - Prob. 87PCh. 17 - Prob. 88PCh. 17 - Prob. 89PCh. 17 - Prob. 90PCh. 17 - Propose a mechanism for the following reaction:Ch. 17 - What reagents are required to convert the reactant...Ch. 17 - Starting with bromocyclohexane, how can each of...Ch. 17 - Describe how the following compounds can be...Ch. 17 - Prob. 4PCh. 17 - Describe three ways to synthesize the following...Ch. 17 - Explain why 92% of 2.4-pentanedione exists as the...Ch. 17 - Describe how the following compound can be...Ch. 17 - Prob. 8PCh. 17 - Prob. 9PCh. 17 - Prob. 10PCh. 17 - Show how the following compounds can be...
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