General, Organic, and Biological Chemistry
7th Edition
ISBN: 9781285853918
Author: H. Stephen Stoker
Publisher: Cengage Learning
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Textbook Question
Chapter 14, Problem 14.127EP
Classify each of the following molecular structures as that of a cyclic ether, a noncyclic ether, or a nonether.
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Draw the structure of the six constitutional isomers of molecular formula C 5H 12O that contain an ether as functional group.
Explain why these compounds (1-propanol, ethylene glycol, and ethanethiol) experience different intermolecular forces based on their molecular structure.
Why are the boiling points of ethers similar to those of alkanes instead of alcohols?
a)
Both ether molecules and alkane molecules are polar, whereas alcohol molecules are nonpolar.
b)
Hydrogen bonding between ether molecules is strong and this property is similar to that of alkanes. However, hydrogen bonding is weaker in alcohols than it is in both ethers and alkanes.
c)
Although ether molecules are polar, they cannot form hydrogen bonds with other ether molecules. Similarly, alkane molecules do not form hydrogen bonds, whereas there is hydrogen bonding in alcohols.
d)
None of these are correct explanations.
Chapter 14 Solutions
General, Organic, and Biological Chemistry
Ch. 14.1 - Prob. 1QQCh. 14.1 - Prob. 2QQCh. 14.2 - Prob. 1QQCh. 14.2 - Prob. 2QQCh. 14.2 - Prob. 3QQCh. 14.3 - Prob. 1QQCh. 14.3 - Prob. 2QQCh. 14.3 - Prob. 3QQCh. 14.3 - Prob. 4QQCh. 14.4 - Prob. 1QQ
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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- What is the generic structure of ethers? Write the structures of two specific ethers.arrow_forwardClassify each of the following compounds as an ether, an alcohol, or as neither an ether or alcohol.arrow_forwardA mixture of ethanol and 1propanol is heated to 140C in the presence of sulfuric acid. Careful analysis reveals that three ethers are formed. Write formulas for these three products, name each, and explain why three form, rather than a single product.arrow_forward
- Draw condensed structural formulas for the following. a. All ethers that are functional group isomers of 2-methyl-1-propanol b. All alcohols that are functional group isomers of 1-ethoxyethanearrow_forwardWhat type of hybridized orbital is present on carbon atoms bonded by a triple bond? How many of these hybrid orbitals are on each carbon atom?arrow_forwardWhat is the structural formula and names for the six isomeric saturated ethers with the molecular formula C5H12O.arrow_forward
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