Organic Chemistry, Loose-leaf Version
8th Edition
ISBN: 9781305865549
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 22, Problem 22.29P
(a)
Interpretation Introduction
Interpretation:
The mechanism for the displacement of a chlorine from cyanuric chloride by
(b)
Interpretation Introduction
Interpretation:
The mechanism for the displacement of a chlorine from cyanuric chloride by
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Nucleophilic Aromatic Substitution
22.30 Predict all possible products formed from the following nucleophilic substitution
reactions.
(a)
(b)
9
1. NaOH
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CI
NH₁(!)
+NaNH,
-33°C
1. NaOH
2. HCl, H₂O
Syntheses
22.35 Show how to convert toluene to these compounds.
(a)
-CH,Br (b) Br-
-CH3
22.36 Show how to prepare each compound from 1-phenyl-1-propanone.
1-Phenyl-1-propanone
ہتی.
Br.
(b)
Br
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22.37 Show how to convert ethyl benzene to (a) 2,5-dichlorobenzoic acid and
(b) 2,4-dichlorobenzoic acid.
22.38 Show reagents and conditions to bring about the following conversions.
(a)
9
NH2
8
CO₂H
NH2
CO₂Et
(d)
NO2
NH2
S
NH₂
NO2
CHS
CH
ive the major organic product(s) of each of the following reactions or sequences of reactions. Show all
rant stereochemistry. [10 only]
A.
B.
NaN3
1. LiAlH4, ether
Br
2. H₂O
CH3
HNO3
H₂/Pt
H₂SO ethanol
C.
0
0
CH3CC1
NaOH
NHCCH
AICI
H₂O
.
NH₂
CH3CH2 N CH2CH3 + HCI
CH₂CH 3
1. LIAIH, THE
2. H₂O
Chapter 22 Solutions
Organic Chemistry, Loose-leaf Version
Ch. 22.1 - Prob. 22.1PCh. 22.1 - Write a structural formula for the product from...Ch. 22.1 - Prob. 22.3PCh. 22.2 - Prob. 22.4PCh. 22.2 - Predict the major produce(s) of each electrophilic...Ch. 22.3 - In SN2 reactions of haloalkanes, the order of...Ch. 22 - Prob. 22.8PCh. 22 - Prob. 22.9PCh. 22 - Addition of m-xylene to the strongly acidic...Ch. 22 - Addition of tert-butylbenzene to the strongly...
Ch. 22 - What product do you predict from the reaction of...Ch. 22 - Other groups besides H+ can act as leaving groups...Ch. 22 - Prob. 22.14PCh. 22 - Prob. 22.15PCh. 22 - Prob. 22.16PCh. 22 - Prob. 22.17PCh. 22 - Suggest a reason why the nitroso group, N=O, is...Ch. 22 - Prob. 22.19PCh. 22 - Prob. 22.20PCh. 22 - The following molecules each contain two aromatic...Ch. 22 - Prob. 22.22PCh. 22 - Prob. 22.23PCh. 22 - The insecticide DDT is prepared by the following...Ch. 22 - Prob. 22.25PCh. 22 - Prob. 22.26PCh. 22 - Prob. 22.27PCh. 22 - Prob. 22.28PCh. 22 - Prob. 22.29PCh. 22 - Prob. 22.32PCh. 22 - Show how to prepare each compound from...Ch. 22 - Prob. 22.34PCh. 22 - Show reagents and conditions to bring about the...Ch. 22 - Prob. 22.36PCh. 22 - Propose a synthesis for each compound from...Ch. 22 - The first widely used herbicide for the control of...Ch. 22 - The first widely used herbicide for the control of...Ch. 22 - Prob. 22.40PCh. 22 - Prob. 22.41PCh. 22 - Prob. 22.42PCh. 22 - Prob. 22.43PCh. 22 - Cancer of the prostate is the second leading cause...Ch. 22 - Prob. 22.45PCh. 22 - Prob. 22.46PCh. 22 - Prob. 22.47PCh. 22 - When certain aromatic compounds are treated with...Ch. 22 - Prob. 22.49PCh. 22 - Following is the structure of miconazole, the...Ch. 22 - Prob. 22.51PCh. 22 - Prob. 22.52PCh. 22 - Prob. 22.53PCh. 22 - Show how the antidepressant venlafaxine (Effexor)...Ch. 22 - Prob. 22.57PCh. 22 - Given this retrosynthetic analysis, propose a...Ch. 22 - Prob. 22.59PCh. 22 - Prob. 22.60PCh. 22 - Prob. 22.61PCh. 22 - A newer generation of antipsychotics, among them...Ch. 22 - Prob. 22.63P
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