Organic And Biological Chemistry
Organic And Biological Chemistry
7th Edition
ISBN: 9781305081079
Author: STOKER, H. Stephen (howard Stephen)
Publisher: Cengage Learning,
Question
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Chapter 3, Problem 3.70EP

(a)

Interpretation Introduction

Interpretation:

The structure of predominant organic product that is formed in the given reaction has to be drawn.

Concept Introduction:

Alcohols undergo halogenation reaction to give halogenated product.  Alcohols on halogenation gives halogenated product in which the hydroxyl group present in the alcohol is substituted by the halogen.  Phosphorous trihalides are useful in producing alkyl halides from alcohols.  The general reaction can be given as,

Organic And Biological Chemistry, Chapter 3, Problem 3.70EP

(b)

Interpretation Introduction

Interpretation:

The structure of predominant organic product that is formed in the given reaction has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant.  Alcohol undergoes dehydration reaction to form alkene.  Sulfuric acid acts as a catalyst for hydration of alkene at room temperature.  The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature.  If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant.  This results in the formation of ether.  Primary alcohol when treated with sulfuric acid at lower temperature (140°C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(c)

Interpretation Introduction

Interpretation:

The structure of predominant organic product that is formed in the given 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 carboxylic acid as product.  Secondary alcohol undergoes oxidation to give ketone as the product.

(d)

Interpretation Introduction

Interpretation:

The structure of predominant organic product that is formed in the given reaction has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant.  Alcohol undergoes dehydration reaction to form alkene.  Sulfuric acid acts as a catalyst for hydration of alkene at room temperature.  The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature.  If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant.  This results in the formation of ether.  Primary alcohol when treated with sulfuric acid at lower temperature (140°C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

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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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