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Chapter 14, Problem 14.55EP

(a)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant 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.

(b)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant 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 predominant organic product structure in the given reaction that involves alcohol as reactant 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.

(d)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant 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 14 Solutions

Bundle: General, Organic, and Biological Chemistry, 7th + OWLv2 Quick Prep for General Chemistry, 4 terms (24 months) Printed Access Card

Ch. 14.4 - Prob. 2QQCh. 14.4 - Prob. 3QQCh. 14.5 - Prob. 1QQCh. 14.5 - Prob. 2QQCh. 14.5 - Prob. 3QQCh. 14.5 - Prob. 4QQCh. 14.6 - Prob. 1QQCh. 14.6 - Prob. 2QQCh. 14.6 - Prob. 3QQCh. 14.7 - Prob. 1QQCh. 14.7 - Prob. 2QQCh. 14.8 - Prob. 1QQCh. 14.8 - Prob. 2QQCh. 14.9 - Prob. 1QQCh. 14.9 - Prob. 2QQCh. 14.9 - Prob. 3QQCh. 14.9 - Prob. 4QQCh. 14.9 - Prob. 5QQCh. 14.9 - Prob. 6QQCh. 14.10 - Prob. 1QQCh. 14.10 - Prob. 2QQCh. 14.11 - Prob. 1QQCh. 14.11 - Prob. 2QQCh. 14.11 - Prob. 3QQCh. 14.12 - Prob. 1QQCh. 14.12 - Prob. 2QQCh. 14.13 - Prob. 1QQCh. 14.13 - Prob. 2QQCh. 14.13 - Prob. 3QQCh. 14.14 - Prob. 1QQCh. 14.14 - Prob. 2QQCh. 14.14 - Prob. 3QQCh. 14.15 - Prob. 1QQCh. 14.15 - Prob. 2QQCh. 14.15 - Prob. 3QQCh. 14.15 - Prob. 4QQCh. 14.16 - Prob. 1QQCh. 14.16 - Prob. 2QQCh. 14.17 - Prob. 1QQCh. 14.17 - Prob. 2QQCh. 14.17 - Prob. 3QQCh. 14.18 - Prob. 1QQCh. 14.18 - Prob. 2QQCh. 14.18 - Prob. 3QQCh. 14.19 - Prob. 1QQCh. 14.19 - Prob. 2QQCh. 14.20 - Prob. 1QQCh. 14.20 - Prob. 2QQCh. 14.20 - Prob. 3QQCh. 14.20 - Prob. 4QQCh. 14.20 - Prob. 5QQCh. 14.21 - Prob. 1QQCh. 14.21 - Prob. 2QQCh. 14.21 - Prob. 3QQCh. 14.21 - Prob. 4QQCh. 14.21 - Prob. 5QQCh. 14 - Prob. 14.1EPCh. 14 - Prob. 14.2EPCh. 14 - Prob. 14.3EPCh. 14 - Prob. 14.4EPCh. 14 - Prob. 14.5EPCh. 14 - Prob. 14.6EPCh. 14 - Prob. 14.7EPCh. 14 - Prob. 14.8EPCh. 14 - Prob. 14.9EPCh. 14 - Prob. 14.10EPCh. 14 - Write a condensed structural formula for each of...Ch. 14 - Write a condensed structural formula for each of...Ch. 14 - Prob. 14.13EPCh. 14 - Prob. 14.14EPCh. 14 - Prob. 14.15EPCh. 14 - Prob. 14.16EPCh. 14 - Prob. 14.17EPCh. 14 - Prob. 14.18EPCh. 14 - Each of the following alcohols is named...Ch. 14 - Prob. 14.20EPCh. 14 - Prob. 14.21EPCh. 14 - Prob. 14.22EPCh. 14 - Prob. 14.23EPCh. 14 - Prob. 14.24EPCh. 14 - Prob. 14.25EPCh. 14 - Prob. 14.26EPCh. 14 - Prob. 14.27EPCh. 14 - Prob. 14.28EPCh. 14 - Prob. 14.29EPCh. 14 - Prob. 14.30EPCh. 14 - Prob. 14.31EPCh. 14 - Prob. 14.32EPCh. 14 - Prob. 14.33EPCh. 14 - Prob. 14.34EPCh. 14 - Explain why the boiling points of alcohols are...Ch. 14 - Explain why the water solubilities of alcohols are...Ch. 14 - Prob. 14.37EPCh. 14 - Prob. 14.38EPCh. 14 - Prob. 14.39EPCh. 14 - Which member of each of the following pairs of...Ch. 14 - Determine the maximum number of hydrogen bonds...Ch. 14 - Determine the maximum number of hydrogen bonds...Ch. 14 - Prob. 14.43EPCh. 14 - Prob. 14.44EPCh. 14 - Prob. 14.45EPCh. 14 - Prob. 14.46EPCh. 14 - Classify each of the following alcohols as a...Ch. 14 - Classify each of the following alcohols as a...Ch. 14 - Classify each of the following alcohols as a...Ch. 14 - Classify each of the following alcohols as a...Ch. 14 - Prob. 14.51EPCh. 14 - Prob. 14.52EPCh. 14 - Prob. 14.53EPCh. 14 - Prob. 14.54EPCh. 14 - Prob. 14.55EPCh. 14 - Prob. 14.56EPCh. 14 - Prob. 14.57EPCh. 14 - Prob. 14.58EPCh. 14 - Prob. 14.59EPCh. 14 - Prob. 14.60EPCh. 14 - The alcohol 2,2-dimethyl-1-butanol cannot be...Ch. 14 - Prob. 14.62EPCh. 14 - Prob. 14.63EPCh. 14 - Prob. 14.64EPCh. 14 - Draw the structure of the aldehyde or ketone...Ch. 14 - Draw the structure of the aldehyde or ketone...Ch. 14 - Prob. 14.67EPCh. 14 - Prob. 14.68EPCh. 14 - Prob. 14.69EPCh. 14 - Prob. 14.70EPCh. 14 - Three isomeric pentanols with unbranched carbon...Ch. 14 - Prob. 14.72EPCh. 14 - Prob. 14.73EPCh. 14 - Prob. 14.74EPCh. 14 - Prob. 14.75EPCh. 14 - Prob. 14.76EPCh. 14 - Prob. 14.77EPCh. 14 - Prob. 14.78EPCh. 14 - Prob. 14.79EPCh. 14 - Prob. 14.80EPCh. 14 - Prob. 14.81EPCh. 14 - Prob. 14.82EPCh. 14 - Prob. 14.83EPCh. 14 - Prob. 14.84EPCh. 14 - Prob. 14.85EPCh. 14 - Prob. 14.86EPCh. 14 - Prob. 14.87EPCh. 14 - Prob. 14.88EPCh. 14 - Prob. 14.89EPCh. 14 - Prob. 14.90EPCh. 14 - Prob. 14.91EPCh. 14 - Classify each of the following compounds as an...Ch. 14 - Draw or write the following for the simplest ether...Ch. 14 - Draw or write the following for the simplest ether...Ch. 14 - Prob. 14.95EPCh. 14 - Prob. 14.96EPCh. 14 - Prob. 14.97EPCh. 14 - Prob. 14.98EPCh. 14 - Prob. 14.99EPCh. 14 - Prob. 14.100EPCh. 14 - Prob. 14.101EPCh. 14 - Prob. 14.102EPCh. 14 - Prob. 14.103EPCh. 14 - Prob. 14.104EPCh. 14 - Prob. 14.105EPCh. 14 - Prob. 14.106EPCh. 14 - Prob. 14.107EPCh. 14 - Prob. 14.108EPCh. 14 - Prob. 14.109EPCh. 14 - Prob. 14.110EPCh. 14 - Prob. 14.111EPCh. 14 - Prob. 14.112EPCh. 14 - Prob. 14.113EPCh. 14 - Give common names for all ethers that are...Ch. 14 - How many isomeric ethers exist when the R groups...Ch. 14 - Prob. 14.116EPCh. 14 - Prob. 14.117EPCh. 14 - Draw condensed structural formulas for the...Ch. 14 - Prob. 14.119EPCh. 14 - Prob. 14.120EPCh. 14 - Prob. 14.121EPCh. 14 - Prob. 14.122EPCh. 14 - Prob. 14.123EPCh. 14 - How do the chemical reactivities of ethers compare...Ch. 14 - Explain why ether molecules cannot hydrogen-bond...Ch. 14 - How many hydrogen bonds can form between a single...Ch. 14 - Classify each of the following molecular...Ch. 14 - Classify each of the following molecular...Ch. 14 - Prob. 14.129EPCh. 14 - Prob. 14.130EPCh. 14 - Prob. 14.131EPCh. 14 - Draw a condensed structural formula for each of...Ch. 14 - Prob. 14.133EPCh. 14 - Prob. 14.134EPCh. 14 - Prob. 14.135EPCh. 14 - Prob. 14.136EPCh. 14 - Prob. 14.137EPCh. 14 - For each of the following pairs of compounds,...Ch. 14 - Assign an IUPAC name to each of the following...Ch. 14 - Prob. 14.140EPCh. 14 - Prob. 14.141EPCh. 14 - Prob. 14.142EPCh. 14 - Prob. 14.143EPCh. 14 - Prob. 14.144EPCh. 14 - Prob. 14.145EPCh. 14 - Prob. 14.146EP
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