Organic And Biological Chemistry
7th Edition
ISBN: 9781305638686
Author: H. Stephen Stoker
Publisher: Brooks Cole
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Question
Chapter 3, Problem 3.39EP
(a)
Interpretation Introduction
Interpretation:
The member that is expected to be more soluble among the given pair has to be identified.
Concept Introduction:
Alcohol is an organic compound that has hydroxyl as its
Alcohols are soluble in water because of the polar hydroxyl group that is present in alcohol. If the length of the carbon chain is too large, then the solubility of alcohol in water will decrease. Generally alcohols have more solubility than
(b)
Interpretation Introduction
Interpretation:
The member that is expected to be more soluble among the given pair has to be identified.
Concept Introduction:
Alcohol is an organic compound that has hydroxyl as its functional group. Alcohols contain both nonpolar and polar groups in it. Hydroxyl group is the polar group and the alkyl group is the nonpolar group. Physical properties of alcohol depend on which of the two groups dominate.
Alcohols are soluble in water because of the polar hydroxyl group that is present in alcohol. If the length of the carbon chain is too large, then the solubility of alcohol in water will decrease. Generally alcohols have more solubility than alkanes of same molecular mass due to its ability to form hydrogen bonding with water molecules.
(c)
Interpretation Introduction
Interpretation:
The member that is expected to be more soluble among the given pair has to be identified.
Concept Introduction:
Alcohol is an organic compound that has hydroxyl as its functional group. Alcohols contain both nonpolar and polar groups in it. Hydroxyl group is the polar group and the alkyl group is the nonpolar group. Physical properties of alcohol depend on which of the two groups dominate.
Alcohols are soluble in water because of the polar hydroxyl group that is present in alcohol. If the length of the carbon chain is too large, then the solubility of alcohol in water will decrease. Generally alcohols have more solubility than alkanes of same molecular mass due to its ability to form hydrogen bonding with water molecules.
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(a)
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2. H₂O₂
3. H₂CrO4
4. SOCI₂
(b)
1. Cl₂/hv
2. KOLBU
3. H₂O, catalytic H₂SO4
4. H₂CrO4
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Roadmap
An alkene 5. EtOH
6.0.5 Equiv. NaOEt/EtOH
7. Mild H₂O
An alkane
1.0
2. (CH3)₂S
3. H₂CrO
(d)
(c)
4. Excess EtOH, catalytic H₂SO
OH
4. Mild H₂O*
5.0.5 Equiv. NaOEt/EtOH
An alkene 6. Mild H₂O*
A carboxylic
acid
7. Mild H₂O*
1. SOC₁₂
2. EtOH
3.0.5 Equiv. NaOEt/E:OH
5.1.0 Equiv. NaOEt
6.
NH₂
(e)
1. 0.5 Equiv. NaOEt/EtOH
2. Mild H₂O*
Br
(f)
i
H
An aldehyde
1. Catalytic NaOE/EtOH
2. H₂O*, heat
3. (CH,CH₂)₂Culi
4. Mild H₂O*
5.1.0 Equiv. LDA
Br
An ester
4. NaOH, H₂O
5. Mild H₂O*
6. Heat
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MgBr
8. Mild H₂O*
7. Mild H₂O+
Chapter 3 Solutions
Organic And Biological Chemistry
Ch. 3.1 - Prob. 1QQCh. 3.1 - Prob. 2QQCh. 3.2 - Prob. 1QQCh. 3.2 - Prob. 2QQCh. 3.2 - Prob. 3QQCh. 3.3 - Prob. 1QQCh. 3.3 - Prob. 2QQCh. 3.3 - Prob. 3QQCh. 3.3 - Prob. 4QQCh. 3.4 - Prob. 1QQ
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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