Chemistry (AP Edition)
9th Edition
ISBN: 9781133611103
Author: Steven S. Zumdahl, Susan A. Zumdahl
Publisher: Brooks Cole
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Textbook Question
Chapter 22, Problem 46E
There are three isomers of dichlorobenzene, one of which has now replaced naphthalene as the main constituent of mothballs.
a. Identify the ortho, the meta, and the para isomers of dichlorobenzene.
b. Predict the number of isomers for trichlorobenzene.
c. It turns out that the presence of one chlorine atom on a benzene ring will cause the next substituent to add ortho or para to the first chlorine atom on the benzene ring. What does this tell you about the synthesis of m-dichlorobenzene?
d. Which of the isomers of trichlorobenzene will be the hardest to prepare?
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Students have asked these similar questions
19.78 Write the products of the following sequences of reactions. Refer to your reaction road-
maps to see how the combined reactions allow you to "navigate" between the different
functional groups. Note that you will need your old Chapters 6-11 and Chapters 15-18
roadmaps along with your new Chapter 19 roadmap for these.
(a)
1. BHS
2. H₂O₂
3. H₂CrO4
4. SOCI₂
(b)
1. Cl₂/hv
2. KOLBU
3. H₂O, catalytic H₂SO4
4. H₂CrO4
Reaction
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
7.
MgBr
8. Mild H₂O*
7. Mild H₂O+
Li+ is a hard acid. With this in mind, which if the following compounds should be most soluble in water?
Group of answer choices
LiBr
LiI
LiF
LiCl
Q4: Write organic product(s) of the following reactions and show the curved-arrow mechanism
of the reactions.
Br
MeOH
OSO2CH3
MeOH
Chapter 22 Solutions
Chemistry (AP Edition)
Ch. 22 - What is a hydrocarbon? What is the difference...Ch. 22 - Prob. 2RQCh. 22 - What are aromatic hydrocarbons? Benzene exhibits...Ch. 22 - Summarize the nomenclature rules for alkanes,...Ch. 22 - What functional group distinguishes each of the...Ch. 22 - Distinguish between isomerism and resonance....Ch. 22 - Prob. 7RQCh. 22 - Prob. 8RQCh. 22 - Prob. 9RQCh. 22 - Prob. 10RQ
Ch. 22 - Prob. 11RQCh. 22 - Describe the structural differences between DNA...Ch. 22 - Prob. 1QCh. 22 - Prob. 2QCh. 22 - Prob. 3QCh. 22 - Prob. 4QCh. 22 - Prob. 5QCh. 22 - Prob. 6QCh. 22 - Prob. 7QCh. 22 - Give an example reaction that would yield the...Ch. 22 - Prob. 9QCh. 22 - Prob. 10QCh. 22 - Prob. 11QCh. 22 - Prob. 12QCh. 22 - Prob. 13ECh. 22 - Prob. 14ECh. 22 - Draw all the structural isomers for C8H18 that...Ch. 22 - Draw all the structural isomers for C8H18 that...Ch. 22 - Prob. 17ECh. 22 - Prob. 18ECh. 22 - Draw the structural formula for each of the...Ch. 22 - Prob. 20ECh. 22 - Prob. 21ECh. 22 - Name each of the following cyclic alkanes, and...Ch. 22 - Prob. 23ECh. 22 - Draw the structures for two examples of...Ch. 22 - Name each of the following alkenes. a. CH2 = CH ...Ch. 22 - Name each of the following alkenes or alkynes. a....Ch. 22 - Prob. 27ECh. 22 - Give the structure for each of the following. a....Ch. 22 - Prob. 29ECh. 22 - Cumene is the starting material for the industrial...Ch. 22 - Name each of the following. a. b. CH3CH2CH2CCl3 c....Ch. 22 - Prob. 32ECh. 22 - There is only one compound that is named...Ch. 22 - Prob. 34ECh. 22 - Prob. 35ECh. 22 - Prob. 36ECh. 22 - Draw all the structural isomers of C5H10. Ignore...Ch. 22 - Prob. 38ECh. 22 - Draw all the structural and geometrical (cistrans)...Ch. 22 - Draw all the structural and geometrical (cistrans)...Ch. 22 - Draw all structural and geometrical (cistrans)...Ch. 22 - Prob. 42ECh. 22 - Prob. 43ECh. 22 - Prob. 44ECh. 22 - If one hydrogen in a hydrocarbon is replaced by a...Ch. 22 - There are three isomers of dichlorobenzene, one of...Ch. 22 - Identify each of the following compounds as a...Ch. 22 - Prob. 48ECh. 22 - Mimosine is a natural product found in large...Ch. 22 - Minoxidil (C9H15N5O) is a compound produced by...Ch. 22 - For each of the following alcohols, give the...Ch. 22 - Prob. 52ECh. 22 - Prob. 53ECh. 22 - Prob. 54ECh. 22 - Prob. 55ECh. 22 - Prob. 56ECh. 22 - Prob. 57ECh. 22 - Prob. 58ECh. 22 - Prob. 59ECh. 22 - Prob. 60ECh. 22 - Prob. 61ECh. 22 - Prob. 62ECh. 22 - Prob. 63ECh. 22 - Prob. 64ECh. 22 - Prob. 65ECh. 22 - Prob. 66ECh. 22 - Prob. 67ECh. 22 - Prob. 68ECh. 22 - Prob. 69ECh. 22 - Prob. 70ECh. 22 - Prob. 71ECh. 22 - Prob. 72ECh. 22 - Super glue contains methyl cyanoacrylate, which...Ch. 22 - Prob. 74ECh. 22 - Prob. 75ECh. 22 - Prob. 76ECh. 22 - Prob. 77ECh. 22 - Prob. 78ECh. 22 - Prob. 79ECh. 22 - Prob. 80ECh. 22 - Prob. 81ECh. 22 - Prob. 82ECh. 22 - Prob. 83ECh. 22 - Prob. 84ECh. 22 - Aspartame, the artificial sweetener marketed under...Ch. 22 - Prob. 86ECh. 22 - Prob. 87ECh. 22 - Draw the structures of the tripeptides glyalaser...Ch. 22 - Prob. 89ECh. 22 - Prob. 90ECh. 22 - Give an example of amino acids that could give...Ch. 22 - What types of interactions can occur between the...Ch. 22 - Prob. 93ECh. 22 - Prob. 94ECh. 22 - Prob. 95ECh. 22 - Prob. 96ECh. 22 - Prob. 97ECh. 22 - Prob. 98ECh. 22 - Prob. 99ECh. 22 - Prob. 100ECh. 22 - Prob. 101ECh. 22 - Prob. 102ECh. 22 - Prob. 103ECh. 22 - Prob. 104ECh. 22 - Prob. 105ECh. 22 - Prob. 106ECh. 22 - Prob. 107ECh. 22 - Prob. 108ECh. 22 - The base sequences in mRNA that code for certain...Ch. 22 - Prob. 110ECh. 22 - Prob. 111AECh. 22 - Prob. 112AECh. 22 - Prob. 113AECh. 22 - Prob. 114AECh. 22 - Prob. 115AECh. 22 - Prob. 116AECh. 22 - Explain why methyl alcohol is soluble in water in...Ch. 22 - Prob. 118AECh. 22 - Prob. 119AECh. 22 - Prob. 120AECh. 22 - Prob. 121AECh. 22 - Prob. 122AECh. 22 - Prob. 123AECh. 22 - Prob. 124AECh. 22 - Prob. 125AECh. 22 - Prob. 126AECh. 22 - Prob. 127AECh. 22 - Prob. 128AECh. 22 - Prob. 129AECh. 22 - a. Use bond energies (see Table 3-3) to estimate H...Ch. 22 - Prob. 131AECh. 22 - Prob. 132AECh. 22 - All amino acids have at least two functional...Ch. 22 - Prob. 134AECh. 22 - Prob. 135AECh. 22 - In glycine, the carboxylic acid group has Ka = 4.3...Ch. 22 - Name each of the following alkanes. a....Ch. 22 - Prob. 138CWPCh. 22 - Name each of the following cyclic alkanes. a. b....Ch. 22 - Name each of the following alkenes and alkynes. a....Ch. 22 - a. Name each of the following alcohols. b. Name...Ch. 22 - Prob. 142CWPCh. 22 - Prob. 143CWPCh. 22 - Prob. 144CWPCh. 22 - Prob. 145CPCh. 22 - Prob. 146CPCh. 22 - Prob. 147CPCh. 22 - Consider a sample of a hydrocarbon at 0.959 atm...Ch. 22 - Prob. 149CPCh. 22 - Prob. 150CPCh. 22 - Prob. 151CPCh. 22 - Prob. 152CPCh. 22 - Prob. 153CPCh. 22 - Prob. 154CPCh. 22 - Prob. 155CPCh. 22 - Alcohols are very useful starting materials for...Ch. 22 - A chemical breathalyzer test works because ethanol...Ch. 22 - Estradiol is a female hormone with the following...Ch. 22 - Prob. 159IPCh. 22 - Prob. 160IPCh. 22 - Prob. 161MPCh. 22 - Prob. 162MP
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