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 14.125EP
Explain why ether molecules cannot hydrogen-bond to each other.
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Explain why alcohols have much higher boiling points than hydrocarbons and alkyl halides of similar molecular weight.
why do some ethers with the same molecular formulas as their respective alcohols have a lower boiling point?
Why can't ethers hydrogen bond? Can't an ether and an alcohol engage in hydrogen bonding?
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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- explain why the boiling points of alkenes are much lower than those of alcohols with similar molecular masses.arrow_forwardExplain why an ether is more volatile than an alcohol having the same molecular formula.arrow_forwardDifferentiate petroleum ether and sulfuric ether in terms of boiling pointarrow_forward
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