Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition
Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition
8th Edition
ISBN: 9781305864504
Author: Brent L. Iverson, Sheila Iverson
Publisher: Cengage Learning
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Chapter 17, Problem 17.19P

(a)

Interpretation Introduction

Interpretation:

Show how to bring out the given conversion reaction in good yield.

Concept introduction:

Alkyl or aryl magnesium halides (RMgX) are known as Grignard reagent. The Grignard reaction is an organometallic chemical reaction in which the Grignard reagent act as nucleophile and attack electrophilic carbon atom that are present within polar bonds to yield a carbon-carbon bond.

Synthesis of Grignard reagent is shown below,

RXAlkyl/arylhalide+MgEtherRMgXGrignardreagent

The alkyl halide can be prepared from alcohol through different methods, preparing alkyl halide using halogens is one of the important methods and it is shown below,

RH+Br2hvRBr+HBr

Addition of a Grignard reagent to carbon dioxide followed by protonation will produce carboxylic acid.

Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 17, Problem 17.19P , additional homework tip  1

(b)

Interpretation Introduction

Interpretation:

Show how to bring out the given conversion reaction in good yield.

Concept introduction:

Carboxylic acid can be prepared from various ways; oxidation of aldehyde is one of the important methods to prepare carboxylic acid.

Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 17, Problem 17.19P , additional homework tip  2

Carboxylic acid can be prepared from various ways; oxidation of aldehyde is one of the important methods to prepare carboxylic acid.

Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 17, Problem 17.19P , additional homework tip  3

Carboxylic acid on further oxidation removes the carboxyl carbon as carbon dioxide. Depending on the reaction conditions, the oxidation state of the remaining organic structure may be higher, lower or unchanged.

Carboxylic acid can be prepared from primary alcohol by oxidation using strong oxidizing agents like chromic acid, K2Cr2O7

PrimaryalcoholOxidationAldehydeOxidationCarboxylicacidSecondaryalcoholOxidationKetoneOxidationNo product

(c)

Interpretation Introduction

Interpretation:

Show how to bring out the given conversion reaction in good yield.

Concept introduction:

Carboxylic acid can be prepared from various ways; oxidation of aldehyde is one of the important methods to prepare carboxylic acid.

Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 17, Problem 17.19P , additional homework tip  4

Carboxylic acid can be prepared from various ways; oxidation of aldehyde is one of the important methods to prepare carboxylic acid.

Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition, Chapter 17, Problem 17.19P , additional homework tip  5

Carboxylic acid on further oxidation removes the carboxyl carbon as carbon dioxide. Depending on the reaction conditions, the oxidation state of the remaining organic structure may be higher, lower or unchanged.

Carboxylic acid can be prepared from primary alcohol by oxidation using strong oxidizing agents like chromic acid, K2Cr2O7

PrimaryalcoholOxidationAldehydeOxidationCarboxylicacidSecondaryalcoholOxidationKetoneOxidationNo product

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Chapter 17 Solutions

Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition

Ch. 17 - Write the IUPAC name of each compound, showing...Ch. 17 - Prob. 17.8PCh. 17 - Prob. 17.9PCh. 17 - Prob. 17.10PCh. 17 - Prob. 17.11PCh. 17 - Prob. 17.12PCh. 17 - Prob. 17.13PCh. 17 - On a cyclohexane ring, an axial carboxyl group has...Ch. 17 - Prob. 17.15PCh. 17 - Prob. 17.16PCh. 17 - Prob. 17.17PCh. 17 - Complete each reaction.Ch. 17 - Prob. 17.19PCh. 17 - Prob. 17.20PCh. 17 - Prob. 17.21PCh. 17 - Show the reagents and experimental conditions...Ch. 17 - Prob. 17.23PCh. 17 - Prob. 17.24PCh. 17 - Prob. 17.25PCh. 17 - In each set, assign the acid its appropriate pKa.Ch. 17 - Low-molecular-weight dicarboxylic acids normally...Ch. 17 - Complete the following acid-base reactions. (a)...Ch. 17 - Prob. 17.29PCh. 17 - Prob. 17.30PCh. 17 - Excess ascorbic acid is excreted in the urine, the...Ch. 17 - Give the expected organic product when...Ch. 17 - Show how to convert trans-3-phenyl-2-propenoic...Ch. 17 - Show how to convert 3-oxobutanoic acid...Ch. 17 - Prob. 17.35PCh. 17 - Prob. 17.36PCh. 17 - Prob. 17.37PCh. 17 - When 4-hydroxybutanoic acid is treated with an...Ch. 17 - Fischer esterification cannot be used to prepare...Ch. 17 - Draw the product formed on thermal decarboxylation...Ch. 17 - Prob. 17.41PCh. 17 - Show how cyclohexanecarboxylic acid could be...Ch. 17 - Prob. 17.43PCh. 17 - Prob. 17.44PCh. 17 - Prob. 17.45PCh. 17 - Write the products of the following sequences of...Ch. 17 - Using your reaction roadmaps as a guide, show how...Ch. 17 - Using your reaction roadmaps as a guide, show how...Ch. 17 - Using your reaction roadmaps as a guide, show how...Ch. 17 - Using your reaction roadmaps as a guide, show how...Ch. 17 - Prob. 17.51PCh. 17 - Complete the following Fischer esterification...Ch. 17 - Prob. 17.53P
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