Organic And Biological Chemistry
Organic And Biological Chemistry
7th Edition
ISBN: 9781305081079
Author: STOKER, H. Stephen (howard Stephen)
Publisher: Cengage Learning,
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Question
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Chapter 3, Problem 3.67EP

(a)

Interpretation Introduction

Interpretation:

The structure of alcohol that could be used to prepare the given compound by oxidation reaction has to be drawn.

Concept Introduction:

In organic chemistry, oxidation reaction is referred to the number CO bonds increase and/or number of CH bonds decrease.

In organic chemistry, reduction reaction is referred to the number CO bonds decrease and/or number of CH bonds increase.

Alcohols do undergo oxidation reaction and reduction reaction.  This depends upon the number of hydrogen atoms that is bonded to the alpha carbon atom.  Primary and secondary alcohol undergoes oxidation reaction while tertiary alcohol does not undergo oxidation reaction.  Primary alcohols undergo oxidation to give aldehyde and this id further oxidized to give carboxylic acid as product.  Secondary alcohol undergoes oxidation to give ketone as the product.

Primary alcohol:

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  1

Secondary alcohol:

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  2

(a)

Expert Solution
Check Mark

Answer to Problem 3.67EP

The structure of alcohol is,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  3

Explanation of Solution

In organic chemistry, oxidation reaction is said to be decrease in CH bonds or increase in CO bonds.  The structure of given product is,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  4

The given compound is a ketone.  This has to be formed from a secondary alcohol only on oxidation.  The structure of the secondary alcohol can be drawn considering the general scheme.  Therefore, the structure can be given as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  5

Conclusion

Structure of alcohol is drawn from which the given product is obtained by oxidation.

(b)

Interpretation Introduction

Interpretation:

The structure of alcohol that could be used to prepare the given compound by oxidation reaction has to be drawn.

Concept Introduction:

In organic chemistry, oxidation reaction is referred to the number CO bonds increase and/or number of CH bonds decrease.

In organic chemistry, reduction reaction is referred to the number CO bonds decrease and/or number of CH bonds increase.

Alcohols do undergo oxidation reaction and reduction reaction.  This depends upon the number of hydrogen atoms that is bonded to the alpha carbon atom.  Primary and secondary alcohol undergoes oxidation reaction while tertiary alcohol does not undergo oxidation reaction.  Primary alcohols undergo oxidation to give aldehyde and this id further oxidized to give carboxylic acid as product.  Secondary alcohol undergoes oxidation to give ketone as the product.

Primary alcohol:

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  6

Secondary alcohol:

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  7

(b)

Expert Solution
Check Mark

Answer to Problem 3.67EP

The structure of alcohol is,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  8

Explanation of Solution

In organic chemistry, oxidation reaction is said to be decrease in CH bonds or increase in CO bonds.  The structure of given product is,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  9

The given compound is a carboxylic acid.  This has to be formed from aldehyde by oxidation.  The aldehyde must have formed from primary alcohol by oxidation.  The structure of the primary alcohol can be drawn considering the general scheme.  Therefore, the structure can be given as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  10

Conclusion

Structure of alcohol is drawn from which the given product is obtained by oxidation.

(c)

Interpretation Introduction

Interpretation:

The structure of alcohol that could be used to prepare the given compound by oxidation reaction has to be drawn.

Concept Introduction:

In organic chemistry, oxidation reaction is referred to the number CO bonds increase and/or number of CH bonds decrease.

In organic chemistry, reduction reaction is referred to the number CO bonds decrease and/or number of CH bonds increase.

Alcohols do undergo oxidation reaction and reduction reaction.  This depends upon the number of hydrogen atoms that is bonded to the alpha carbon atom.  Primary and secondary alcohol undergoes oxidation reaction while tertiary alcohol does not undergo oxidation reaction.  Primary alcohols undergo oxidation to give aldehyde and this id further oxidized to give carboxylic acid as product.  Secondary alcohol undergoes oxidation to give ketone as the product.

Primary alcohol:

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  11

Secondary alcohol:

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  12

(c)

Expert Solution
Check Mark

Answer to Problem 3.67EP

The structure of alcohol is,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  13

Explanation of Solution

In organic chemistry, oxidation reaction is said to be decrease in CH bonds or increase in CO bonds.  The structure of given product is,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  14

The given compound is a aldehyde.  The aldehyde must have formed from primary alcohol by oxidation.  The structure of the primary alcohol can be drawn considering the general scheme.  Therefore, the structure can be given as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  15

Conclusion

Structure of alcohol is drawn from which the given product is obtained by oxidation.

(d)

Interpretation Introduction

Interpretation:

The structure of alcohol that could be used to prepare the given compound by oxidation reaction has to be drawn.

Concept Introduction:

In organic chemistry, oxidation reaction is referred to the number CO bonds increase and/or number of CH bonds decrease.

In organic chemistry, reduction reaction is referred to the number CO bonds decrease and/or number of CH bonds increase.

Alcohols do undergo oxidation reaction and reduction reaction.  This depends upon the number of hydrogen atoms that is bonded to the alpha carbon atom.  Primary and secondary alcohol undergoes oxidation reaction while tertiary alcohol does not undergo oxidation reaction.  Primary alcohols undergo oxidation to give aldehyde and this id further oxidized to give carboxylic acid as product.  Secondary alcohol undergoes oxidation to give ketone as the product.

Primary alcohol:

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  16

Secondary alcohol:

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  17

(d)

Expert Solution
Check Mark

Answer to Problem 3.67EP

The structure of alcohol is,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  18

Explanation of Solution

In organic chemistry, oxidation reaction is said to be decrease in CH bonds or increase in CO bonds.  The structure of given product is,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  19

The given compound is a aldehyde.  The aldehyde must have formed from primary alcohol by oxidation.  The structure of the primary alcohol can be drawn considering the general scheme.  Therefore, the structure can be given as shown below,

Organic And Biological Chemistry, Chapter 3, Problem 3.67EP , additional homework tip  20

Conclusion

Structure of alcohol is drawn from which the given product is obtained by oxidation.

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Chapter 3 Solutions

Organic And Biological Chemistry

Ch. 3.4 - Prob. 2QQCh. 3.4 - Prob. 3QQCh. 3.5 - Prob. 1QQCh. 3.5 - Prob. 2QQCh. 3.5 - Prob. 3QQCh. 3.5 - Prob. 4QQCh. 3.6 - Prob. 1QQCh. 3.6 - Prob. 2QQCh. 3.6 - Prob. 3QQCh. 3.7 - Prob. 1QQCh. 3.7 - Prob. 2QQCh. 3.8 - Prob. 1QQCh. 3.8 - Prob. 2QQCh. 3.9 - Prob. 1QQCh. 3.9 - Prob. 2QQCh. 3.9 - Prob. 3QQCh. 3.9 - Prob. 4QQCh. 3.9 - Prob. 5QQCh. 3.9 - Prob. 6QQCh. 3.10 - Prob. 1QQCh. 3.10 - Prob. 2QQCh. 3.11 - Prob. 1QQCh. 3.11 - Prob. 2QQCh. 3.11 - Prob. 3QQCh. 3.12 - Prob. 1QQCh. 3.12 - Prob. 2QQCh. 3.13 - Prob. 1QQCh. 3.13 - Prob. 2QQCh. 3.13 - Prob. 3QQCh. 3.14 - Prob. 1QQCh. 3.14 - Prob. 2QQCh. 3.14 - Prob. 3QQCh. 3.15 - Prob. 1QQCh. 3.15 - Prob. 2QQCh. 3.15 - Prob. 3QQCh. 3.15 - Prob. 4QQCh. 3.16 - Prob. 1QQCh. 3.16 - Prob. 2QQCh. 3.17 - Prob. 1QQCh. 3.17 - Prob. 2QQCh. 3.17 - Prob. 3QQCh. 3.18 - Prob. 1QQCh. 3.18 - Prob. 2QQCh. 3.18 - Prob. 3QQCh. 3.19 - Prob. 1QQCh. 3.19 - Prob. 2QQCh. 3.20 - Prob. 1QQCh. 3.20 - Prob. 2QQCh. 3.20 - Prob. 3QQCh. 3.20 - Prob. 4QQCh. 3.20 - Prob. 5QQCh. 3.21 - Prob. 1QQCh. 3.21 - Prob. 2QQCh. 3.21 - Prob. 3QQCh. 3.21 - Prob. 4QQCh. 3.21 - Prob. 5QQCh. 3 - Prob. 3.1EPCh. 3 - Indicate whether or not each of the following...Ch. 3 - Prob. 3.3EPCh. 3 - Prob. 3.4EPCh. 3 - Prob. 3.5EPCh. 3 - Prob. 3.6EPCh. 3 - Prob. 3.7EPCh. 3 - Prob. 3.8EPCh. 3 - Prob. 3.9EPCh. 3 - Prob. 3.10EPCh. 3 - Write a condensed structural formula for each of...Ch. 3 - Write a condensed structural formula for each of...Ch. 3 - Prob. 3.13EPCh. 3 - Prob. 3.14EPCh. 3 - Prob. 3.15EPCh. 3 - Prob. 3.16EPCh. 3 - Prob. 3.17EPCh. 3 - Prob. 3.18EPCh. 3 - Prob. 3.19EPCh. 3 - Prob. 3.20EPCh. 3 - Prob. 3.21EPCh. 3 - Prob. 3.22EPCh. 3 - Prob. 3.23EPCh. 3 - Prob. 3.24EPCh. 3 - Prob. 3.25EPCh. 3 - Prob. 3.26EPCh. 3 - Prob. 3.27EPCh. 3 - Prob. 3.28EPCh. 3 - Prob. 3.29EPCh. 3 - Prob. 3.30EPCh. 3 - Give the IUPAC name of the alcohol that fits each...Ch. 3 - Prob. 3.32EPCh. 3 - Prob. 3.33EPCh. 3 - Prob. 3.34EPCh. 3 - Prob. 3.35EPCh. 3 - Prob. 3.36EPCh. 3 - Prob. 3.37EPCh. 3 - Which member of each of the following pairs of...Ch. 3 - Prob. 3.39EPCh. 3 - Which member of each of the following pairs of...Ch. 3 - Determine the maximum number of hydrogen bonds...Ch. 3 - Prob. 3.42EPCh. 3 - Prob. 3.43EPCh. 3 - Prob. 3.44EPCh. 3 - Prob. 3.45EPCh. 3 - Prob. 3.46EPCh. 3 - Classify each of the following alcohols as a...Ch. 3 - Classify each of the following alcohols as a...Ch. 3 - Classify each of the following alcohols as a...Ch. 3 - Classify each of the following alcohols as a...Ch. 3 - Prob. 3.51EPCh. 3 - Prob. 3.52EPCh. 3 - Prob. 3.53EPCh. 3 - Prob. 3.54EPCh. 3 - Prob. 3.55EPCh. 3 - Prob. 3.56EPCh. 3 - Prob. 3.57EPCh. 3 - Prob. 3.58EPCh. 3 - Prob. 3.59EPCh. 3 - Prob. 3.60EPCh. 3 - The alcohol 2,2-dimethyl-1-butanol cannot be...Ch. 3 - Prob. 3.62EPCh. 3 - Prob. 3.63EPCh. 3 - Prob. 3.64EPCh. 3 - Prob. 3.65EPCh. 3 - Prob. 3.66EPCh. 3 - Prob. 3.67EPCh. 3 - Prob. 3.68EPCh. 3 - Prob. 3.69EPCh. 3 - Prob. 3.70EPCh. 3 - Prob. 3.71EPCh. 3 - Prob. 3.72EPCh. 3 - Prob. 3.73EPCh. 3 - Prob. 3.74EPCh. 3 - Prob. 3.75EPCh. 3 - Prob. 3.76EPCh. 3 - Prob. 3.77EPCh. 3 - Prob. 3.78EPCh. 3 - Prob. 3.79EPCh. 3 - Prob. 3.80EPCh. 3 - Prob. 3.81EPCh. 3 - Prob. 3.82EPCh. 3 - Prob. 3.83EPCh. 3 - Prob. 3.84EPCh. 3 - Prob. 3.85EPCh. 3 - Prob. 3.86EPCh. 3 - Prob. 3.87EPCh. 3 - Prob. 3.88EPCh. 3 - Prob. 3.89EPCh. 3 - Prob. 3.90EPCh. 3 - Classify each of the following compounds as an...Ch. 3 - Prob. 3.92EPCh. 3 - Draw or write the following for the simplest ether...Ch. 3 - Draw or write the following for the simplest ether...Ch. 3 - Prob. 3.95EPCh. 3 - Prob. 3.96EPCh. 3 - Assign a common name to each of the ethers in...Ch. 3 - Prob. 3.98EPCh. 3 - Prob. 3.99EPCh. 3 - Prob. 3.100EPCh. 3 - Prob. 3.101EPCh. 3 - Prob. 3.102EPCh. 3 - Prob. 3.103EPCh. 3 - Prob. 3.104EPCh. 3 - Prob. 3.105EPCh. 3 - Prob. 3.106EPCh. 3 - Prob. 3.107EPCh. 3 - Prob. 3.108EPCh. 3 - Prob. 3.109EPCh. 3 - Prob. 3.110EPCh. 3 - Prob. 3.111EPCh. 3 - Prob. 3.112EPCh. 3 - Prob. 3.113EPCh. 3 - Prob. 3.114EPCh. 3 - How many isomeric ethers exist when the R groups...Ch. 3 - Prob. 3.116EPCh. 3 - Prob. 3.117EPCh. 3 - Prob. 3.118EPCh. 3 - Prob. 3.119EPCh. 3 - Prob. 3.120EPCh. 3 - Dimethyl ether and ethanol have the same molecular...Ch. 3 - Prob. 3.122EPCh. 3 - Prob. 3.123EPCh. 3 - Prob. 3.124EPCh. 3 - Prob. 3.125EPCh. 3 - Prob. 3.126EPCh. 3 - Classify each of the following molecular...Ch. 3 - Classify each of the following molecular...Ch. 3 - Prob. 3.129EPCh. 3 - Prob. 3.130EPCh. 3 - Prob. 3.131EPCh. 3 - Draw a condensed structural formula for each of...Ch. 3 - Prob. 3.133EPCh. 3 - Prob. 3.134EPCh. 3 - Prob. 3.135EPCh. 3 - Write the formulas for the sulfur-containing...Ch. 3 - Prob. 3.137EPCh. 3 - For each of the following pairs of compounds,...Ch. 3 - Prob. 3.139EPCh. 3 - Prob. 3.140EPCh. 3 - Prob. 3.141EPCh. 3 - Prob. 3.142EPCh. 3 - Prob. 3.143EPCh. 3 - Prob. 3.144EPCh. 3 - Prob. 3.145EPCh. 3 - Prob. 3.146EP
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